Part
Part
Part
Fiduciary Duty:
Partners have FD to each other to act in good
faith with due care and loyalty. RUPA §404.
-Partners must inform co-parterns of material
information affecting the GP and share in any
benefits from transactions connected to GP. UPA
§§20, 21; RUPA §404(b). Breaches of FD are
actionable in court. UPA §22, RUPA §405(b).
Profit Partners can choose proportion from their Limited and general partners share profits, Profits of LLP are allocated among the partners
investment? They can choose.. losses, and distributions according to their for tax purposes. Avoiding the porblem
capital contributions, absent a contrary
Partners share equally in profits and losses, unless agreement. RULPA §§503-504; Pre-
agreed otherwise. UPA§18a, RUPA §401(b). A dissolution distributions are by agreement, as
partner may enforce the right to profits in an is compensation of the general partner.
action for accounting.UPA §22, RUPA RULPA §601
§406(b):Partners have no right to compensation
for their services, unless provided by agreement.
UPA §18(f); RUPA §401(h); On dissolution,
after discharging partnership obligations, profits
and losses are divided among the partners. UPA
§40, RUPA §807
Taxation Federal tax 1065: partnership and entities have to fill out. Paying Taxes on a Limited Partnership
purposes: set Partnership does not owe taxes, the partners pay All partnerships have pass-through status.
up that allows taxes on their proportion of their income. The limited partnership will have to fill out
the SP to form 1065: since the partnership does not pay form 1065, but it won't pay a separate tax.
include tax taxes, that form 1065 is a reporting form. Reports The profits/losses will pass to both the
calculations to the IRS, we have a partnership in existence, limited partner(s) and the general partner(s),
and tax-owed certain income, certain expenses, and law allows who will claim it on their individual 1040s.
on SP us to deduct or deduce by sales by the amount of
individual tax the expenses and net. Remaining number: taxable Paying taxes on a Limited Partnership
forms. Form income- basis for the payment of taxes, but the with a Corporate General Partner
1040: Line partners, not the partnership that has to pay the All partnerships have pass-through status.
12: Schedule taxes, some payment based on their proportion of As mentioned above, the limited partnership
C: Business obligation. Flowing through of the obligation. will fill out form 1065 but it does not have to
income or Form 1065: Form 1040: line 17: each individual pay a tax. Rather, the general partner(s) and
losses for SP. partner reports her/his portion of income tax, the limited partner(s) will fill out their
Your because that partner individually owes. individual 1040's showing the profits/losses
Income, of the limited partnership. If the general
Expenses A+B: partnership makes money as a business: no partner is a corporation, the corporation will
3
(allow you to tax. Positive for the partnership, other entities have to pay its own corporate tax because the
deduct) because there is only one level of taxation. Small corporation is taxed on this level. Then,
business: practical response when the dividends are issued to the
HYPO = partnership has $3 million in taxable shareholders/investors/limited partners, the
income. Who pays? Individual partners. And limited partners will pay the tax on the
they will pay their own portions, agreed to earlier. dividends extended to them from the
This is contrasted to the corporation which has to corporation.
pay a corporate tax. There is NO partnership tax.
Although a partnership has to report its taxable
income on Form 1065, at the end of the day (line
22 on form 1065) does not ask you to calculate
your partnership tax. Rather, there is pass
through/flow through to the individual partners.
Let's say each partner's share adds up to $1
million. Partner A doesn't have to actually take
that $1 million. He may leave it in the firm to
support and finance future firm endeavors. But
Partner A will still have to declare that $1 million
on line 17 on Form 1040, regardless
Formalities Simplest Does not require legal documentation. An LP arises when a Certificate is filed Article 10 of UPA = Limited Liability
form of UPA §6; RUPA §202(a). with a state official. RULPA §201. An LP Partnership
business : no filing. Potentially dangerous part, esp if you lasts as long as the parties agree or, absent §1001(a) = allows a partnership to become
associations. don t kno that ou ha e a partnership. Simple agreement, until a general partner withdraws. an LLP
No state form to set up and operate. Easy simple. RULPA §801. §1001(c) = deals with the practical
statute. Unlimited joint liability is the ugly part. requirements of how to form a limited
Doesn t e ist, liability partnership. It requires one to
statutory file a document with the state and pay a
structure and fee claiming to be an LLP. The filing
regime, basic process incorporates another requirement
rules of = notice. Notice. The notice requirement
rights, duties creates knowledge on the part of the
and liabilities. public even if it usually does not actually
notify the public that this partnership has
limited liability. So, there is a notice
requirement but there is no guarantee
that there actually is knowledge. No one
really reads the newspapers for notice on
which firms became/changed to become
an LLP. Law firms and accounting firms
particularly have made use of this
business form.
5
Limited Liability Company Corporation S-Corporation Non-Profit Tax-Exempt Corporation
Structural & Hybrid entity between corp The board of directors is on topTheinS- quail Non-Profit Tax Exemption:
Organization and partnership. control/management; the board of Corporation is just like a regular corporation
answering
except that question: must be
directors passes that control/management that it enjoys a special tax treatment. Thesignificant
S stands for that businesses have
GP: members of LLC provide to the officers. These officers are more a Subchapter S of the internal Revenue Code.raisedThe
hellidea
with lawmakers that many
capital and manage the often than not the ones that make the big was to take the regular characteristics of anon=profits
corporationengage in activities that
business according to their decisions. Then the shareholders own the including limited liability and yet not haveare
to just
pay as
a just as the ones with
agreement; their interests corporation. Profits come in the form of corporate tax. Instead, the S-corporation allows
businesses
the and qualif and don t
generally are not freely dividends. The corporation is a business; pass-through status of a partnership. But not
havejust
to pay
everytaxes, giving them a
transferable. it is in the business of making money. If corporation can be a S-Corporation, there competitive
are certain advantage that is unfair.
the net profits are a plus, then the As a choice to operate an
All states have LLC statutes, corporation has made money. But this Must be eligible entity: Domestic corp ororganization.
LLC which
ULLCA was approved in doesn't mean that the shareholders will has elected ot be taxed as a corp Non Profit: no one earns a salary?
2006, but few states have make money. The Board has to decide Must be only one class of stock Fundamental questions for exam. Cannot
adopted it. that. The declaration and payment of Most not have more than 100 be divided up to shareholders or
dividends is a decision made by the Shareholders. members, People in the organization
Board. Shareholders US citizens manage or general audience of members.
The organization can make a profit, and
A corp arises when the articles of many successful ones do. The business
incorporation are filed with a state profit, pays out a certain amount, and
official. MBCA §2.03. Corporate brings in a certain amount if it is paying
existence is perpetual, regardless of what out.
happens to shareholders, directors or -officers directors fiduciary principals
officers, MBCA §3.02 apply. You have an inducement to engage
in activities that are profitable in the
human sense to society. business, making
significant profits over the years, not
interested in NP tax exempt
But I fyou have a qualifying tax activity
and would be satisfied with a decent
salary.
Grants/chartiable contributions, not for
profit ta org. ou re image to the public,
automatic sense of being more trusted
because ou aren t tr ing to take people.
6
Liability Only liable for the amount that Shareholders have limited liability for
you invest into the business. If corporate obligations MBCA §6.22.
the business takes on huge True for directors/officers acting on
debts, you are not behalf of corporation. Corproate
automatically liable. participants can lose only what they
invested unless there is fraud or an
Members are not personally inequity that justifies piercing the
liable for debts of the LLC corporate veil. Often, large creditors of
entity. small corps will demand that corporate
ULLCA §303(a): debts, participants personally guarantee the
obligations, and liabilities corps obligations, thus reducing the
of a limited liability significance of corporate limited liability.
company, whether arising
in contract, tort, or
otherwise, are solely the
debts, obligations, and
liabilities of the compan .
a member or manager is
not personally liable for a
debt, obligation, or liability
of the company solely by
reason of being or acting
as a member or manager.
RULLCA§304(a):
substantially the same.
Limited liability, however,
has its limits
Control& LLCs can be member-managed When deciding where to incorporate, the So, an S-corporation allows us to
Management or manager-managed. ULLCA likely question to ask is whether to have a vehicle that is:
§203: manager-member must incorporate in DE (where many other 1. simple to form and maintain -
be specified). business have chosen to incorporate due it doesn't require anyone to file
Under most statutes, members to DE's reputation) or in the state where anything to create it
in member-managed LLC: the business has its principle place of 2. associated with limited liability
7
broad authority to bind the business (if it is not DE). Remember and pass through tax status -
LLC in much same way as though, that even if the the rule is don't check the box
partners. ULLCA §301(a). directors/officers/shareholders decide to unless you want to be taxed as
incorporate the business in DE, (and, of a corporation; otherwise, all
Members have no authority to course, if the principle place of business you have to do is form the S-
bind the LLC in manager- is another state besides DE), they still corporation and make money
managed LLC. have to file in the state of the principle and file tax forms at the federal
place of business to get permission to do level each year; and
Generally voting in a business as a foreign business in that 3. flexible so that we can choose
member-managed LLC: is in state. to have a Board (or not).
proportion to members capital So, to sum up: who incorporates in DE?
contributions, though some Publicly held companies where most
statutes specify equal shareholders are citizens without any
management rights. ULLCA connection to the control of the company
§404. all want to incorporate in DE because of
these reasons. After all, public
Members and Managers of companies get sued a lot! They will want
LLC have Fiduciary Duties of courts that favor their interests. Smaller,
Care and loyalty, which vary more sophisticated, closely (privately)
depending on mondel. held companies may also choose to
incorporate or reincorporate in DE as well
Member-Managed: FD because maybe it has 30 shareholders but
parallel those in GP. only 5 are officers. The answer to the
question of who incorporates in DE
Manager-Managed: only depends on the business animal that
managers have fD; a member produces a bunch of different players that
who is not a manger is said not do not all have interests in common.
to owe FD as a member. When the different players' interests are
not exactly the same, the business will
want to incorporate or reincorporate in
DE.
Profit Most LLC statutes allocate Financial rights are allocated according to Profit and losses must be
financial rights according to shares. MBCA §6.01. Distributions, from allocated to shareholders
member contributions, though surplus or earnings, must be approved by proportionatel to each one s
some provide for equal shares. the Board of Directors. MBCA §6.40; interest in the business.
ULLCA §405(a)( equal Directors and officers have no right
shares). Under many statutes, remuneration, except as fixed by contract.
member can take share
certificates to reflect their
relative financial interests.
Distributions must be approved
by all the members. ULLCA
§404(c). Absent agreement,
members generally have no
right to remuneration ULLCA
§403(d).
Taxation provides the limited liability of Corporation: double taxation: two levels Form 1120S. At the very end, Tax Exempt: in general, the entity does
a corprorations but the pass of corporate taxation: separate legal you'll see a "Tax due" line and an not have to pay taxes. The Entity has
through tax features of person under the law. Separate legal "overpayment" line. These are exemption from Taxation because the
partnership. Provides entity, under tax laws, when it has lines that an S-Corporation will kind of purpose (public service) many
advantageous approach to income, it has to pay a corporate tax. have to fill out when they didn't times activities that sometimes that
organization Income. Pays out salary and profit to get it right. S-Corporations have government would have to perform,
A+B: assume that they are individuals, pass-through status, like Activities where it might not be profitable
individual tax: two levels of taxation, at partnerships (which explains line for business to do. Encourage this kind of
the level of the entity and taxation by the 17, where the amount of pension, provision of services to society, that
individual. Two levels. profit sharing, etc. plans will be would have to do with essential matters.
passed down to shareholders).
But the S-Corporation - even
though it is not taxed on a
corporate level - will still have to
pay taxes on certain types of
activities that it engages in.
These activities are not activities
that arise in the ordinary course of
making income. So, these
activities are not in the category
of income that includes sales,
9
services, etc. Rather, they are
certain technical activities that
include screw-ups in the way the
officers operated the S
corporation. The S-Corporation
will have to account for these
screw-ups. This is what lines 25
and 26 are for
Formalities An LLC arises with the filing As to formation/formalities, the
of a certificate or corporation has the largest number of
AoOrganization with a state formalities. The corporation must file
official. ULLCA §202. Many articles of incorporation, submit
LLC statutes require there to documents, hold meetings and record
be at least two members, minutes, host an annual meeting of
though increasingly one- shareholders, etc.
membet LLCs are possible.
More recent statutes do not
limit the duration of LLCs.
ULLCA §203.
Limited Liability Partnerships LLP LP ( LLC) on the test look out for Wallace trying to trick me between LLPs and LPs.
(mostly law firms and accounting firms)
Frequent question on exam = distinguish a limited partnership from a limited liability partnership. Sometimes the question is "a limited liability
partnership is " and hat follo s is the definition of the limited partnership. Ob iousl the ans er is FALSE.
Ano her freq en q es ion on he e am is: " he ULLPA pro ides ha " NO! The correc ans er is ha " he UPA pro ides ha " There is
no ULLPA. The idea is that a lawyer practicing law should know what statute creates the basis for the business forms he is dealing with.
10
Distinguishing the LLP from the LLC
What is the difference between an LLP and an LLC? Why choose one form over another? Business forms have evolved over time. It may be that an
LLP and an LLC in a particular state are two different forms of the exact same thing. The answer will all depend on the statutes for that particular state.
DEFECTIVE INCORPORATION
De Jure Corporation = A corporation formed correctly and legally recognized as a corporation. You have prepared the articles the way you are
supposed to, included all info required, filed them with the proper government offices, and then went on to do business.
De Facto Corporation = you may/may not have prepared the articles or incorporation the way you were supposed to. Somehow, you didn't get
everything right (even though you did try to do something). There is no recognized corporation. But then (even though you knew you didn't have a
properly formed corporation) you went out to do business and generated a liability which the company cannot afford to pay. Now the injured party
wants their money.
Corporation by Estoppel = you have done even less or nothing to correctly form the corporation, yet you went out and did business and generated a
liability. As a matter of equity, you are estopped to deny the existence of a corporation even though there was never one formed. The court is making
you liable as a notion of fairness.
11
My outline for Corporate Tax
1) § 351: formation
a) non-recognition of property, stock,
assumed liabilities, and boot
1) Birth and formation of corporations: when b) contributions of capital
people put money in exchange for control 2) debt v. equity characteristics
a) § 3511 allows 1) one or more person to 2) 3) non-liquidating distributions
a) dividend v. return of capital or basis
put property (not services) in 3) solely for b) redemptions v. partial liquidation
stock and 4) be in control i) constructive ownership which
i) definitions makes a redemption not a
(1) one or more persons (for purposes redemption
of § 351) ii) brother-sister and parent subsidiary
acquisitions
(a) can be corporations 4) stock distributions and tainted 306 stock
(2) property (for purposes of § 351) 5) complete liquidations
(a) If more than 20% of any class
of stock is issued to service
provider, the entire transaction will not qualify under § 351 because transferors of
property do not have immediate control after the exchange
(b) stock issued for services (past or present) are not included 351(d)(1); 1.351-1(a)(1)(i)
(i) but if a service creates an intangible right it may be treated as property
(ii) one who transfers only services will not be included in the test for control
(iii)cannot be for services, however, the services allows a mixed transfers of property
and services to count, so long as the amount of serves is not under the de minimis
amount of 10%
(c) debt assumption and issues
(i) issue: When a corporation exchanges its stock for a note, future payments are
recognized, but current principal paid is not -- check this
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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(ii) Cancellation: of corporate indebtedness: does not fall under § 351, and is
recognized because of § 61(a)(12) (income includes Income from discharge of
indebtedness)
(iii)Assumption: If the corporation assumes liability in exchange for stock: not gain
to shareholder, but treated as boot for purposes of determining basis in the stock
(Sec. 357(A)-(C))
1. Defining assumption
a. if a shareholder remains personally liable, he must still recognize the gain.
Owen
2. Encumbrances can be reduced by the transfer of a note from by the taxpayer
to the corporation, and the corporation gets a basis in the note equal to its, fmv,
and the negative basis in the property transferred is reduced
a. 9th cir Peracchi: must look to subjective character of loan, to see if it is
true, and the greater the risk of the corporation going bankrupt, and the
shareholder losing control over it, the greater the chance that it should
1
351 No gain or loss shall be recognized if property is transferred to a corporation by one or more
persons solely in exchange for stock in such corporation and immediately after the exchange such
person or persons are in control (as defined in section 368(c)) of the corporation.
Page 1 of 29
count ("if bankruptcy is so remote that there is no realistic possible it will
ever occur, we can ignore the potential economic effect of the note, and
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
http://Case.tm
You got this offf
treat it merely as an unenforceable promice to contribute capital in the
future)
i. if bankruptcy not a real risk, can't use note
b. Lessinger (2d cir): taxpayer who transfers an enforceable note has a basis
equal to the face value. Logic: 100% shareholder transferred note to his
corporation, corporation need not issues additional shares for 351 to apply,
corporation was deemed to have issued additional shares, corporation
therefore assumes the liabilities provided that the note is genuine,
corporation recognizes gain when the shareholder repays, therefore
this must be the shareholder's basis): a note transferred by the
corporation does count to reduce the basis because
c. Alderman (Tax court): service is correct. These notes are not for real, and
the taxpayer cannot avoid the bite of 357(c)
3. Exception for Liabilities that are assumed, but have not been taken into account
by the transferor for tax purposes (e. g. because he is a cash basis payer) are
not considered to be gain § 357(c)(3)
4. Contingent liabilities (such as brownfields Rev. Rule 95-74) are not taken into
account either 358(d)(2)
(3) Transfers
(a) non-exclusive rights is not a transfer
(b) must transfer all rights in the property (not a limited license) – this will be considered
royalty income
(c) Du Pont: perpetual nonexclusive license will satisfy test
(4) stock v. boot (for purposes of § 351)
(a) boot: solely in exchange for stock of the transferee corporation (b)if a someone
(transferor) who gets something other than stock, he must recapture any depreciation
in that boot. 351(a)
(b) transferor immediately recognizes any value of boot received § 351(b)(2)
(i) even if a transferor receives boot, he may not recognize a loss § 351(b)(2)
1. but the shareholders basis in the stock will be increased
2. it seems you can't recognize more than the basis in the property
(ii) realized gain on a transferred asset is recognized to the extent of the boot allocable
to the asset. 351(b)
(iii)However, the boot allocated to a loss asset will not cause recognition of gain or
loss Rev. Rul 68.55
(5) control (for purposes of § 351)
(a) two criteria that must both be satisfied as per Rev. Rul 59-259
(i) own at least 80% of the total combined voting power of all classes of stock entitled
to vote 368(c) 2
2
(c) Control defined.--For purposes of part I (other than section 304), part II, this part, and part V,
368(c) the term "control" means the ownership of stock possessing at least 80 percent of the total
combined voting power of all classes of stock entitled to vote and at least 80 percent of the total
number of shares of all other classes of stock of the corporation.
Page 2 of 29
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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You got this offf
1. voting stock is defined as stock that can vote for the directors at the time of
issuance or at the relevant testing date
(ii) and 80% of each nonvoting class of stock 368(c)
1. can issue new classes of stock
(iii)To determine whether the group is in control of the corporation, but look at the
entire group of non- de minimis parties
1. IRS defines de minimis in rev procedures as less than 10% of the stock already
owned or in excess of 10% -- this prevents someone from asserting the non-
recognition rule based on a small contribution from someone whose additional
contribution would give them the required amount of control3
(b) must be ownership (equity) interest in a corporation 1.351-1(a)(1)
(i) old definition was “securities”
(ii) non-qualified preferred stock is preferred stock is 1) limited in dividends 2) has
other debt-like features 3) features that give the corporation or the holder the right
to dispose of stock back to the corporation within a set amount of time (this is a
feature of debt)
(iii)Can’t be warrants or stock rights4 – and “debt-like stock” is treated as boot
(iv) Note: taxpayers can reognize a loss if only nonqualified preferred stock is received
in an exchange
(c) note: it doesn't matter that some transferors receive voting stock, while others receive
nonvoting stock
(d) one who transfers only services may not be included in the test for control 351(d)(1)
1.351-1(a)(1)(i), and the service-providing shareholder recognizes ordinary § 61
income
(i) timing of gain on stock received for services
1. if the stock is subject to a risk of forfeiture or is simply not transferrable: at the
time any restrictions on the dispositions of the stock lapse, the service provider
is taxed § 83
a. no additional income is recognized when the restriction lapse – only when
any stock is disposed of 1.83-2(a)(1) (check this)
3
Rev. When a person transfers property to a corporation in exchange for stock or securities of such
Proc. corporation and the primary purpose of the transfer is to qualify under section 351 of the Code the
77-37 exchanges of property by other persons transferring property, the property transferred will not be
considered to be of relatively small value, within the meaning of section 1.351- 1(a)(1)(ii) of the
regulations, if the fair market value of the property transferred is equal to, or in excess of, 10
percent of the fair market value of the stock and securities already owned (or to be received for
services) by such person.
4
In general.--The term "nonqualified preferred stock" means preferred stock if—
351(g)(2)(A) (i) the holder of such stock has the right to require the issuer or a related person to redeem or
purchase the stock,
(ii) the issuer or a related person is required to redeem or purchase such stock,
(iii) the issuer or a related person has the right to redeem or purchase the stock and, as of the
issue date, it is more likely than not that such right will be exercised, or
(iv) the dividend rate on such stock varies in whole or in part (directly or indirectly) with
reference to interest rates, commodity prices, or other similar indices.
Page 3 of 29
2. election by service provider but, a service provider can elect under § 83(b) to
be taxed on the fmv of the stock at the time of the transfer, and no additional
income is recognized when the restriction lapse 1.83-2(a)(1) (check this)
(ii) service providers basis in stock received for services: amount paid + amount
included in come. 1.83-4(b)(1)
1. forfeitures can be deducted as a long term capital loss of the cash paid for them
(iii)a corporation that issues stock in exchange for services can deduct whatever the
amount of ordinary income that was taxable to the service provider § 162(a) –
unless there the services provided are required to be amortized or capitalized
(b) mixed transfers of services and property: do, in general count for the 80% control
requirement
(i) if the property represents more than 10% of the value of the transfer, it will count
in the test
(ii) if the property represents less than 10% of the value of the transfer (diminimus), it
will not count in the test
(e) debt does not count (it used to, however)
(6) Simultaneousness: only have to be part of a pre-defined agreement5 (should be legally
binding)
(7) immediately after the exchange
(c) the test for control is done immediately after the exchange, but it does no matter how
long the stock is held for
(i) only if there is a binding agreement to transfer shares aware and divest someone of
control will someone be deemed not to be in control Intermountain Lumber
(d) there is no requirement for simultaneous transfer, so long as the rights of the parties
were "previously defined" and it followed some order 1.351-1(a)(1)
(e) but a required disposition of stock pursuant to a binding agreement means that there
was no control to start with, and that stock is not included in the 80% test.
International Lumber
(f) a later gift of the stock will not change the character of the transaction (because gifts
are not binding) Wilgard realty
(g) corporations that transfer stock can all or part of their stock to their shareholders
351(c)
(h) there are three versions of the step transaction doctrine6 that can be applied
(i) end result test: IRS and the courts can look @ the end result and recharacterize that
transaction to reach that result
(ii) mutual interdependence test: two more transactions will be stepped together
5
…The phrase "immediately after the exchange" does not necessarily require simultaneous
1.315- exchanges by two or more persons, but comprehends a situation where the rights of the parties
1(a) have been previously defined and the execution of the agreement proceeds with an expedition
consistent with orderly procedure…
6
A business transaction often has no clearly defined beginning or end, but it may be necessary in practice to divide it, usually
chronologically, into segments for tax purposes. If the segment is too thin, however, the tax results may be unfair to the
taxpayer or the government or both. In viewing a dynamic whole, the courts often say that an integrated transaction must not
be broken into independent steps or conversely that the separate steps must be taken together in attaching tax consequences.
The so-called step transaction doctrine is encountered most often in the taxation of corporations and shareholders, but its scope
is much broader.
Page 4 of 29
(iii)actually has to be a binding commitment b3 u enter into the first step, if you want
to piece the two transactions together
ii) results of a § 351 exchange
(1) Basis
(a) In general, the corporation takes the cost basis of the property a.k.a., its basis is the
cost basis of the stock that it is giving up7
(i) To Determine character of 357(c) "gain" (when new basis is less than zero),
allocate gain amount the transferred pro rata assets among the fair market value
(b) Tax free transfers: if the exchange were tax free (to the transferor) then the corporation
takes with the original basis
(c) Shareholder receives a basis that is reduced by the value of the indebtedness assumed
(i) Must allocate the character of the gain to the transferred assets (based on their
gross value) 1.357-2
(ii) No negative bases: If the assumed liabilities are greater than the shareholder's
basis, then the shareholder's bais in the stock is zero, because they really have debt
relief.
1. 357(C) catchall If the new basis is less than zero (liabilities greater than
original basis of stock), however, 357(c) applies, and the difference between
the negative is treated as currently realized boot
a. If § 357(c) applies, the corporation's (transferee's) basis is always zero
b. To Determine character of § 357(c) "gain" (when new basis is less than
zero), allocate gain amount the transferred pro ratta assets among the fair
market value
2. § 357(c) does not apply if the transferor has not taken into account these
liabilities for tax purposes. Rev. Rul 95-74 (property subject to liabilities that
have not been taken into account, do not increase their basis subject to §
357(c))
3. because values of assets are aggregated, bases can be increased to zero by
transferring cash (since bases are aggregated)
a. In the case of multiple assets transferred to the corporation that are subject
to liability, (cross-collateralized) , the non-recourse liability will be
reduced by the lesser of "the amount of such liability which an owner of
other assets no transferred to the transferee and also subject to the liability
has agreed with the transfer to, and is expected to, satisfy"
b. e. g. must be reduced by whatever portion was not transferred
4. criticisms of 357(c)
a. bit self executing – only comes up in audit
b. overly broad – it is all or nothing
(d) If the corporation assumes liability in exchange for stock: not gain to shareholder, but
treated as boot for purposes of determining basis in the stock (§ 357(A)-(C))
(iv) Assumption of debt is not treated as boot, but is added to basis of transferor
7
1032(b) For basis of property acquired by a corporation in certain exchanges for its stock, see § 362
362(a)(2) as paid-in surplus or as a contribution to capital, then the basis shall be the same as it would be in
the hands of the transferor, increased in the amount of gain recognized to the transferor on such
transfer.
Page 5 of 29
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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You got this offf
1. If the assumed liabilities are greater than the shareholder's basis, then the
shareholder's basis in the stock is zero, because they really have debt relief.
(v) Shareholder receives a basis in the stock that is reduced by the value of the
indebtedness assumed
(2) Must allocate the character of the gain to the transferred assets (based on their gross value)
1.357-2
(a) tax avoidance or not a bona fide corporation business purpose § 357(b)8 in this case,
all of the relieved liabilities are treated as boot. Reg. 1.357-1(c)
(i) Taxpayer has burden of proving by preponderance that this is so. 357(b)(2)
(ii) Examples might include deliberately encumbering property shortly before a
transfer
(3) From the transferee's perspective: §§ 351 and 1032 prevent the shareholder form being
forced to recognize ordinary income
iii) Strategy: ways to avoid § 351, and recognize gain at transfer
(1) Transfer property not for stock
(2) Avoid control requirement (e.g. transfer for services)
(3) Binding contract to reduce control after the transfer)
(a) Transfer things where the could be a radically different character
b) transactions by the corporation of its own stock§ 1032: no recognized gain to corporation when
selling (or buying its own shares), since it is merely a change in form. § 1032 allows corporations
to traffic in their own stock in exchange for property or services (for these purposes the IRS
deems transactions in services to be transactions in property )
ii) but 362: corporation's basis in property transferred in preserved. So-called transferred or
carryover basis
(1) a corporation that receives boot, will have a basis of the value of the property received
plus anything that the transferor realized 362(a)
(2) if there is an installment not resulting in a deferred gain to the transferor, the corporation
may only increase its basis when it pays that note (e. g. when the gain is recognized).
Proposed Regulation1.453-1(f)(3)(ii).
(3) If there are several assets, there is no authority on how the basis should be attributed
(a) However, it probably should be the transferor's basis, increased by any gain
recognized
iii) holding period:
(1) 1231 or capital assets: carried over holding period
(2) everything else holding periods begin on date of exchange
iv) a corporation that issues stock in exchange for services can deduct whatever the amount of
ordinary income that was taxable to the service provider § 162(a) – unless there the services
provided are required to be amortized or capitalized
v) steps
(1) calculate amount transferor recognizes
8
351(b) RECEIPT OF PROPERTY.--
If subsection (a) would apply to an exchange but for the fact that there is received, in addition to the stock permitted to be
received under subsection (a), other property or money, then--
351(b)(1) gain (if any) to such recipient shall be recognized, but not in excess of--
351(b)(1)(A) the amount of money received, plus
351(b)(1)(B) the fair market value of such other property received; and
351(b)(2) no loss to such recipient shall be recognized.
Page 6 of 29
(a) current boot
(b) deferred installment not boot
(2) calculate transferor's basis in stock received
(a) basis in property transferred
(b) minus value of boot received
(c) plus total value which was realized by transferor (even if delayed recognition)
(3) initial basis in property received by corporation is
(a) tranferror's basis
(b) plus gain recognized by transferor in year one
(4) basis increases when note is paid off
(a) if they sell the property before the note is paid off must recognize gain, however when
the note is paid off, it can deduct that remaining basis as a capital loss Proposed
Regulation 1.453-1(f)(3)(iii)
c) shareholders don't have to so easy. They will only be able to will only be able to avoid
recognition of gain if they assume control of the corporation. This is considered to be a change
of form9 of their wealth, rather than an actual transaction resulting in gain or loss to any of the
parties. Afterwards the parties must actually be in control. 10
i) Can't be sham transaction
(1) Must be actual purchase, not as a disguised transaction between two parties11
ii) Elements of the § 351 exchange that will avoid recognition
(5) one or more persons (including individuals, corporations, partnerships)
(a) the people getting the stock need not get it in proportion to what the contributed
(i) they are treated as having received the stock in proportion to the value of the
transferred proper, and then having transferred the property amongst themselves.
1.351-1(b)(1),(b)(2), ex. 1
1. e. g. first treated as a sale, then the imbalances are treated as gifts resulting and
is taxed on the fmv of the stock received, and takes a later bais of that fmv.
The ones transferors who are treated as giving up the stock are treated as
realizing a gain in satisfying an obligation
(b) Transfers to "investment companies" do not count. 351(e)
iii) Results of an actual exchange
(1) No gain or loss recognized to the person or the shareholder under 1031, and 1032
(2) Shareholders take the stock received in exchange for a carryover basis, so he has the same
basis as the transferred assets (35812’s deferred gain) this is called exchange basis
property13
10
General rule.--No gain or loss shall be recognized if property is transferred to a corporation by
351(a) one or more persons solely in exchange for stock in such corporation and immediately after the
exchange such person or persons are in control (as defined in section 368(c)) of the corporation.
11
… Accordingly, if the transferor sells his stock as part of the same transaction, the transaction is
Intermountain taxable because there has been more than a mere change in form.
Lumber
12
Nonrecognition property.--The basis of the property permitted to be received under such section
358(a)(1) without the recognition of gain or loss shall be the same as that of the property exchanged
Page 7 of 29
(3) Calculation of holding period
(a) tacking:
(i) capital assets: holding period for stock received for stock in exchange for stock or
a § 1231 (check this) asset is the holding period of the transferred property plus the
holding period of the stock § 1223(1).
(ii) Ordinary income assets: begins on immediately date of exchange
(iii)Capital and ordinary assets: if property is transferred for a combination of capital
and ordinary assets, each share takes a split holding period, in proportion to the
fmv of the transffered assets. Rev. Rule 85-164
1. However, dividing up holding periods upon shares (e.g. if one share of stock
was later sold) can be quite difficult, as individual shares of stock now have
multiple holding periods
(b) Character of gain received is determined by the character of the assets transferred
(c) Installment sales as a means of realization
(i) § 453: gain can be recognized as the note is paid off (though there is a provision to
opt out)
(ii) all payments of interest on such a note are gain
(d) determining when gain will be recognized under 1.453-1(c)(f)(1)(iii)
(i) boot: transferor recognizes immediately on receipt on boot
(ii) cash: transferor recognizes immediately on receipt on boot
(iii)Installment sales as a means of realization
1. § 453: gain can be recognized as the note is paid off (though there is a
provision to opt out)
2. all payments of interest on such a note are gain
3. in proposed regulations, a transferor can immediately increase the basis in any
non-recognition property (e.g. stock) by the transferor’s total potential
recognized gain, but they delay the corporations corresponding § 362(a) basis
increase in its assets until the transferor actually recognizes gain on the
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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You got this offf
13
Exchanged basis property.--The term "exchanged basis property" means property having a basis
7701(a)(44) determined under any provision of subtitle A (or under any corresponding provision of prior
income tax law) providing that the basis shall be determined in whole or in part by reference to
other property held at any time by the person for whom the basis is to be determined.
Page 8 of 29
b. corporation’s basis is the same as the transferor’s basis increased by the
gain recognized only if, the gain is actually recognized.
(4) Corporation has a carryover basis in the property received. This creates double taxation,
but it could have been avoided if the transferor had sold his property and used it to buy the
original stock14
(5) but 358: shareholder's basis in property transferred is preserved
(a) stock received will have the same basis as the stock received immediately prior to the
exchange § 358(a)(1) -- this is exchanged or substituted basis
(b) if a transferor receives more than one class the aggregated basis is allocated among all
classes of stock received in proportion to the fmv of each class. Reg. 1.358-2(a)(2)
(c) example equation to determine shareholder's basis in property
(i) transferor's basis in property transferred equals (this applies even if there is an
installment sale 1.453-1(f)(3)(ii)
1. basis in stock equal basis in transferred property
2. minus amount of cash
3. minus amount of boot (debt, assumption of liability and other property)
a. usually fmv 358(a)(2)
b. but if debt, it is face value minus the amount of income that will be taxable
if the obligation is satisfied in full 453B(b)
4. plus gain immediately recognized by transferor
(ii) allocate basis among differing classes of stock received 1.358-2(a)(2)
(6) recognition of boot
(a) However, the boot allocated to a loss asset will not cause recognition of gain or loss.
Instead, the IRS says one must look at the property bit by bit and allocate the property
on a pro rata basis based on these assets Rev. Rul 68-55.15 – e.g. boot must be
allocated to other assets, and their basis can be increased
(b) Steps for determining allocation of basis when boot is received
(i) Determine proportion of fair market value of assets transferred
14
Boot (property other than stock)
Shareholder Corporation
Gain boot Property. Gain realized to the extent of fair If the corporation recognizes gain because of
market value of boot. If several assets are boot, the corporation’s basis is the
transferred, the value of the boot is allocated transferor’s basis plus any gain recognized.
among the transferred assets and realized
gain is recognized to the extent of the boot If transferor recognizes gain when assets are
allocable to that asset/ transferred for a combination of stock and
boot the there is a basis increase which is to
Stock received: So, it is transferror’s basis be allocated among the assets.
in the property minus amount of cash plus
gain recognized.
Loss boot No loss may be recognized. § 351(b)(2)
15
In determining the amount of gain recognized under section 351(b) of the Internal Revenue Code of 1954 where several
assets were transferred to a corporation, each asset must be considered transferred separately in exchange for a portion of
each category of consideration received. The fair market value of each category of consideration received is separately
allocated to the transferred assets in proportion to the relative fair market values of the transferred assets. Where as a result
of such allocation there is a realized loss with respect to any asset, such loss is not recognized under section 351(b)(2) of the
Code.
Page 9 of 29
(ii) Allocate boot received between those assets in proportion to the value of the assets
transferred
(iii)Each of these is the amount if gain (of whatever type of asset) – there cannot be a
loss realized
1. only a value up to the fair market value of boot received must be immediately
recognized § 351(b)
2. obviously, subtract the basis in the property transferred from the amount of
gain recognized
(7) installment obligations (such as notes transferred to the taxpayer)
(a) divide stock into 1) boot immediately received and 2) taxable installment instrument
sale
(i) basis of transferred property is allocated to the fair market value of extent of stock
received
(ii) § 453 provides for installment sale reporting, the shareholder recognizes the gain
as the installments come due (regs., not statutes) Proposed regulations 1.453-
1(f)(1),(3)(ii). Use the gross profit percentage to determine how much of the
remaining value must be allocated
(b) steps
(i) determine realized gain: (value of property received minus fmv of what was given
up)
(ii) limit recognized gain to whatever the fmv of whatever was transferred + its
basis
1. (e. g. can't recognize more than the total amount of what was given up)
(iii)if depreciable property is transferred everything must be realized up font
(iv) allocate basis in property given up (minus boot) to the first property received
(v) allocate "excess basis" (whatever is left) to the value of the second property
received (could be total value of monies to be received from a note) on the basis of
gross profit percentage
1. gross profit is the total value of the note minus the basis (or money paid for it)
2. gross profit percentage is the percentage of the profit percentage
3. in the first installment (or cash received) recognition is gpp * cash (or other
boot) received
(c) in other installments recognition is gpp * when other boot is received
d) Corporations can also buy assets, or somehow issue debt
2) Contributions to capital
a) Shareholder may increase their basis in other shares
b) Corporation take zero basis but is not taxed
i) If cash received, must reduce other bases
3) Taxation of debt v. equity (differentiation between the two will not be on the test, but the criteria is
found in Fin Hay)
a) Equity
i) Dividends are includible in shareholders income but are not deductible to corporation
ii) No gain or loss when corps repurchase stock
iii) Note: corps that receive dividends from other corporations pay tax at a lower rate
Page 10 of 29
iv) Bad stock16: 165(g) (note: no distinction between business and non-business)
(1) Can take a deduction when the stock becomes “worthless” or when sold
(a) Limitations
(i) Can only take worthless stock deduction once
(ii) Must take in the year that it is worthless (alternative is to sell it)
(2) Regulations define “worthless” but most people would rather just sell the stock to realize
the loss and not take the litigation risk17
(a) This is a question of fact where the burden is on the taxpayer
(b) A decline in market value is not a loss
(3) Timing
(a) Short term less than a year
(b) Long term more than a year
(c) But if you are a deduction under 165(g)(1), taxpayer is deemed to have disposed the
stock on the last day of the taxable year
v) Special provision for small business: § 1244 for individuals: can treat certain losses from sale
or exchange of stock as ordinary (as opposed to capital) loss
(1) Must be an individual (or partnership
(2) Monetary limits
(a) 50,000 for singles
(b) 100,000 for married couples filing jointly
(3) criteria
(a) must be domestic corporation
(b) was a “small business corporation” is defined as if the aggregate amount of money and
other property received by the corporation for stock, as a contribution to capital, and as
paid-in surplus, does not exceed $1,000,000.
(c) stock was issued by such corporation for money or other property (not stock)
(i) Property. For purposes of this part, the term "property" means money, securities,
and any other property; except that such term does not include stock in the
corporation making the distribution (or rights to acquire such stock
(d) corporation must be engaged in active business : in the past 5 years, the corporation
derived more than 50 percent of its aggregate gross receipts from sources other than
royalties, rents, dividends, interests, annuities, and sales or exchanges of stocks or
securities
(e) must receive stock directly from corporation
16
(1) General rule.--If any security which is a capital asset becomes worthless during the taxable year, the loss resulting
therefrom shall, for purposes of this subtitle, be treated as a loss from the sale or exchange, on the last day of the taxable year,
of a capital asset.
…
In computing gross receipts for purposes of the preceding sentence, gross receipts from sales or exchanges of stocks
and securities shall be taken into account only to the extent of gains therefrom.
17
1.165-4(a): Deduction disallowed. No deduction shall be allowed under section 165(a) solely on account of a decline in the
value of stock owned by the taxpayer when the decline is due to a fluctuation in the market price of the stock or to other
similar cause. A mere shrinkage in the value of stock owned by the taxpayer, even though extensive, does not give rise to
a deduction under section 165(a) if the stock has any recognizable value on the date claimed as the date of loss. No loss for
a decline in the value of stock owned by the taxpayer shall be allowed as a deduction under section 165(a) except insofar as
the loss is recognized under §1.1002-1 upon the sale or exchange of the stock and except as otherwise provided in §1.165-5
with respect to stock which becomes worthless during the taxable year.
Page 11 of 29
vi) note: sale of 306-tainted stock will result in realization of ordinary income
b) debt
i) In repayment, creditors don’t recognize any gain or loss
ii) Premiums for early repayment of debt are deductible
iii) Bad debt: § 16618 – depends on whether business or personal debt, but taxpayer is entitled to
a deduction when a debt becomes worthless
(1) Defining worthless
(a) Worthlessness is a question of fact, and no particular legal action is required.
(b) Bankruptcy is an indicia of worthlessness
(c) Debts can become worthless before they come due
(2) Timing:: Must be taken in the year that the debt becomes worthless, unless the debt is
sold
(3) character
(a) Business debt: ordinary losses
(i) Can be written off when they become partially worthless, but must “charge off”
under GAAP
(ii) Any time a corporation lends money, and the debt goes bad, it is a business bad
debt19
(b) Personal debt (non-business): capital losses
(i) Can only be written off when they become wholly worthless
4) non-liquidating distributions (treated as sales, unless they are dividends): a distribution must be with
respect to stock to be treated as a dividend
a) definitions
i) a distribution is a dividend to the extent that it is made out the “earnings and profits” for the
current taxable year, and if they are insufficient to the accumulated earnings and profits since
1913regulations say that a distribution to a shareholder is only in his capacity as a
18
(a) General rule.--
(1) Wholly worthless debts.--There shall be allowed as a deduction any debt which becomes worthless within the taxable year.
(2) Partially worthless debts.--When satisfied that a debt is recoverable only in part, the Secretary may allow such debt, in an
amount not in excess of the part charged off within the taxable year, as a deduction.
(b) Amount of deduction.--For purposes of subsection (a), the basis for determining the amount of the deduction for any
bad debt shall be the adjusted basis provided in section 1011 for determining the loss from the sale or other disposition of
property.
…
(c) Nonbusiness debts.--
(1) General rule.--In the case of a taxpayer [non-corporation]
(d) (A) subsection (a) shall not apply to any nonbusiness debt; and (B) where any nonbusiness debt becomes worthless
within the taxable year, the loss resulting therefrom shall be considered a loss from the sale or exchange, during the taxable
year, of a capital asset held for not more than 1 year.
(2) Nonbusiness debt defined.--For purposes of paragraph (1), the term "nonbusiness debt" means a debt other than--
(A) a debt created or acquired (as the case may be) in connection with a trade or business of the taxpayer; or
(B) a debt the loss from the worthlessness of which is incurred in the taxpayer's trade or business.
…
19
166(d)(2) Nonbusiness debt defined. For purposes of paragraph (1), the term "nonbusiness debt" means a debt other than--
(A) a debt created or acquired (as the case may be) in connection with a trade or business of the taxpayer; or
(B) a debt the loss from the worthlessness of which is incurred in the taxpayer's trade or business.
Page 12 of 29
shareholder20 -- because each shareholder has a different bases, each shareholder is
individually analyzed
(1) elements
(a) distribution
(b) of property (as defined in section 317(a)
(c) money or other tangible property
(i) does not include stock or rights to acquire stock
(ii) made by a corporation
(c) to a shareholder
(d) in his capacity as a shareholder
(2) amount of distribution is the amount of cash received by shareholder plus the fair market
value of any property received
(3) does not apply to distributions of rights to stock or distributions of stock (stock dividends)
(4) accounting rules
(a) each shareholder individually analyzed
(b) anti-evasion rules: a series of distributions will be treated as one
(5) defining earnings and profits: do not determine to the end of the taxable year!
(a) start with taxable income
(b) add back in excludible items
(i) tax exempt municipal bond interest
(ii) life insurance proceeds
(iii)federal tax refunds 1.312-6(b)
(iv) do not add in: contributions to capital and realized gains that are not recognized for
tax purposes
(c) add in tax-deductible items that do not represent actual “economic outlay”
(i) dividends received deduction (note: there is no deduction for
(ii) NOL deductions (since it is taken care of in year incurred)
(iii)Capital losses
(d) subtract non-deductible items
(i) subtract federal income taxes
(ii) expenses related to tax-exempt income
(iii)losses between related taxpayers
(iv) charitable contributions in excess of limitions
(e) timing adjustments: to override timing rules in rest of code
(i) add back in depreciation
(ii) change basis in property sold so as not to reflect depreciation
(iii)§ 312(k)(3)(B): corporation must amortize expenses that were “expensesd” ratably
(iv) installment sale: realized gains that were deferred under installment sales have to
be added back in for the year of the sale 312(n)(5)
(v) anything reported on LIFO, must be reported under FIFO 312(h)(4)
(vi) account method (cash v. accrual) remains the same
(d) steps examples from Rev. Rule 74-16421
20
1.301-1c
21
Page 13 of 29
(i) determine current earnings and profits, as of the end of the taxable year w/o
reducing it by the other distributions made during the year 1.316-2(a)
(ii) where a corporation has common and preferred stock, distributions to preferred
stock holders absorb earnings and profits before distributions to holders of
common stock
(iii)when there are insufficient earnings and profits, determined as of the end of the
year, the current earnings must be pro-rated amount all of the distributions 1.316-
2(b)(c), example
(iv) use this formula: deduction from current e&p = amount of each distribution *
(current e & p / total current distributions)
(v) accumulated earnings are allocated chronologically to each distribution
(vi) if there is a current loss, but accumulated earnings:
1. in usual case, corp. cannot prove at what point the loss came from: must
determine the amount of accumulated e&p at the time of the distribution (gets
reduced at every further distribution)
(vii) if the corp. can name the point that the loss occurred, then the earnings and
profits will be applied to that date
(4) two categories
(a) earnings and profits from the current year
(b) earnings and profits since 1913
iv) other ways corporations can give money to shareholders that are not dividends
(1) employ them (deductible as compensation)
(2) Redemption of stock. For purposes of this part, stock shall be treated as redeemed by a
corporation if the corporation acquires its stock from a shareholder in exchange for
property, whether or not the stock so acquired is cancelled, retired, or held as treasury
stock. Redemptions could be tainted
c) treatment of dividends (broken into three pieces) by § 301(c) (must be analyzed in order)
i) portion will be treated as a dividend that will be included in gross income as ordinary income
(taxable)
Page 14 of 29
ii) portion will be treated as a return of basis (not taxable, but will result in a reduction of basis)
(e.g. the portions that are not accumulated or in current taxable year) (non-taxable)
(1) where there are insufficient current earnings and profits available to cover cash
distributions during the year, earnings and profits must be allocated to the distribution in
order to determine dividend status under the following rules
(2) must prorate earnings and profits among distributions using this formula: Currents
earnings and profits allocated to each distribution = amount of distribution * (total
current earnings and profits / total distributions) Reg. 1.316-2(b),(c) Example
(3) but, accumulated earnings are allocated chromatically to distributions (first come, first
served)
(a) if the corporation has a current loss but has accumulated earnings and profits from
prior years, it will be necessary to determine the amount of accumulated earnings and
profits available on the date of distribution – unless the loss can be earmarked to a
particular period, the current deficit is prorated to the date of the distribution Reg.
1.317-2(b)
Current > distribution Each distribution is a dividend out of current earnings and profits. 1.316-2(b)
earnings and
profits
Current < distribution Portion of each distribution treated as coming from current e&p
earnings and
profits
distribiutions
Accumulated accumulated EP as of the beginning the year is reduced by portion of the current
e&p and current deficit allocable to the period prior to distribution. Current EP is then po-rated on a
deficit daily basis to the date of distribution. Rev1.316-2(b)
Note: if the corporation can trace the deficit to a particular time of year, they are
welcome to try.
iii) shareholders basis has been applied against them or reduced to zero, and shall be treated as
gain from the sale or stock or cap. gain. (gain from sale)
iv) dividend received deduction: when corporations
receive a dividend they are eligible for a deduction Steps to DRD
(1) general limits 1) Determine whether the DRD to a
(a) 70%: general rule corporation is 70, 80, 100% of the
dividend to the corporation
(b) 80%: (from 242(c)): where the parent
2) If it is 70, 80, it is limited to that
corporation holds more than 20% amount, or 70 or 80% of the
(c) 100%: where they are affiliated under corporations taxable income
243(a)(3) 3) But, if the corporation has a net
(i) a 100% dividend will never be treated operating loss, there is no step #2
limit (e.g. when the full DRD would
as extraordinary dividends
produce a loss, the limit doesn’t
1059(e)(3)(C)(i) kick in)1
(2) options and DRD: Immediate gain if a
redemption is treated as a dividend when the
Page 15 of 29
nontaxed portion of the dividend exceeds the basis of the shares surrendered if the
redemption is treated as a dividend because of the holding of options that are really
constructive ownership § 318
(3) qualitative limits ( no limits if corporation has NOL)
(a) anti-short-term holding provisions: no deduction if (anti-short term holdings
provisions)
(i) common stock: the holding period is under 45 days… during the 90 day ex-
dividend period (the time which one is entitled to receive a dividend)
(ii) preferred stock: 90 days during the beginning on the day which is 180 day before
the ex-dividend date
(b) tolling of restrictions: period is tolled if there is a call or put option on the stock:
purpose is to force the shareholders to take genuine market risk b/c preferred stock is
more stable
(i) no deduction if something is debt-financed portfolio stock owned during a “base
period” under 246A: i.e. deduction only to the extent that one gets an interest in
the stock
(ii) defining debt-financed portfolio
1. debt financed: any indebtedness attributed directly to the investment in the
portfolio stock
2. either purchased w/ borrowed funds or traceable to the borrowed funds
(iii)portfolio stock: any stock of the corporation unless the corporate shareholder
owns either 50% of voting power and value –or- at least 20% of the voting power
and value and five or fewer corporate shareholder own at least 50% of the voting
power and value § 246A(d)(3)(A)
(iv) base period: calculated debt over average date over each day during the period
(c) rules
(i) no deduction if stock purchase is entirely debt financed (DRD=DRD*(100-
average indebtedness%)
1. point of this is to keep a corp from getting DRD and interst deduction
(ii) if it is partially debt-financed, the deduction must be reduced by that portion
246A(e)22
(4) extraordinary dividend limitations (dividend stripping of extraordinary dividends (1059):
if a corporate shareholder holds a share of stock for less than two years, the corporation
must reduce its basis in the stock of the dividend below (but not below zero) by the
amount of the dividend received deduction (1059(b)))
(a) an extraordinary dividend is
(i) preferred: 5% of adjusted basis
(ii) non-preferred: 10% of adjusted basis
(iii)or if it is non-pro-rata, or part of a partial liquidation 302(e) (see later)
(iv) one which is not a qualified preferred divided
1. a qualified preferred divided is not treated as an extraordinary dividend if the
dividends do not exceed a rate of 15% of the lesser of the shareholders adjusted
22
256A(e): Under regulations prescribed by the Secretary, any reduction under this section in the amount allowable as a
deduction under section 243 , 244 , or 245 with respect to any dividend shall not exceed the amount of any interest deduction
(including any deductible short sale expense) allocable to such dividend.
Page 16 of 29
basis or the liquidation preference of the stock 2) and the stock is owned by the
shareholder for over 5 years
(b) all dividends within 85 days are treated as one dividend
ii) If the nontaxed amount exceeds a portion of the adjusted basis, any excess is treated as gain
from the sale of stock
b) distributions that don’t qualify as dividends because of statutory exclusions: Things that
don’t qualify as a dividend because of the Safe harbors in § 302 (which defines when one is
actually giving up stock and control in a corporation) – and if none of the § 301 tests apply, §
302(d) says that it must be treated as a 301 distribution
i) (or) Not “essentially the same” as a dividend (defined by common law) (not "essentially the
same", substantially disproportionate, complete termination, or partial liquidation)
ii) (or) “substantially disproportionate”:
(1) Immediately after the redemption, shareholder must own less than 50% of the total
combined voting power of the stock (attribution rules apply)
(2) Percentage owned by the shareholder immediately after the redemption must be less than
80% of the voting stock owned before the redemption (attribution rules apply)
(3) The percentage of common stock (voting or non-voting) owned after the redemption must
be 80% of what was owned before the redemption
(4) Doesn’t apply where there is series of redemptions
(5) 302(b)(2)(d)(2): Substantially disproportionate redemption of stock
(a) defining “substantially disproportaionate”
(i) After the redemption the shareholder must own less than 50% of the shares entitled
to vote (e.g. if after the redemption he is still a majority shareholder, it does not
apply)
(ii) What voting stock shareholder owns after the exchange must be less than 80% of
what voting stock was owned before aka (voting shares after redemption/total
voting shares outstanding after redemption) must be less than .8*(voting shares
owned before redemption/total voting shares outstanding before redemption) (this
really means that it must suffer a more than 20% decrease in voting power)
1. Stock with contingent rights is not considered to be voting, unless that
contingent event occurs 1.302-3(a)
2. a redemption of solely nonvoting stock can’t be an exchange, because there
won’t be a reduction in the shareholders interest in voting stock
(iii)What total common stock shareholder owns after the exchange must be less than
80% of what common total stock was owned before aka (total shares after
redemption/total total shares outstanding after redemption) must be less than
.8*(total shares owned before redemption/total total shares outstanding before
redemption)
1. If there is more than one class of common stock, the 80% test is based on fair
market value
2. a redemption of solely nonvoting stock can’t be an exchange, because there
won’t be a reduction in the shareholders interst in voting stock
(b) fatal provision: if a shareholder has one type of stock but not anotjer
Page 17 of 29
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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(i) if shareholder doesn’t any any voting stock, 302(b) doesn’t apply according to
1.302-3(a)23
(c) safe harbors
(i) if the shareholder owns no common stock either directly or constructively, a
redemption of voting preferred stock without a reduction in a 'shareholder's
ownership of the common stock' may qualify as a substantially disproportionate
redemption under section 302(b)(2) of the Code Rev. Rul 81-41
(ii) §1.302-3(a): if the shareholder makes a reduction of voting and nonvoting
stock, it qualifies24
(iii)exception: if there a a substantial redemption, a simultaneous redemption of non-
voting stock will be treated as an exchange Rev. Rul 81-41
(d) Mechanics
(i) Sec. 318 attribution rules are applicable (and to be applied in the way that
attributes the most shares)
1. timing: causal relationship (though not contractual relationship) deems two
redemptions to be as one.
2. Treat a series of redemption in the aggregate. 302(b)(2)(d)25
3. However, a planned retirement and redemption of shares does count. Rev.
Rul. 77-293
iii) (or) 302(b)(2)(d)(3): Termination of shareholder's interest combined with election by the
shareholder (To completely terminate a family (usually) members interest in a closely held
corporation, a shareholder can elect to waive attribution)
(1) Limits:
(a) entity and option rules still apply
(b) Three initial restrictions
(i) “ten year” look forward rule – apply to any interest other than as a creditor
302(c)(2) (this might be a bit more relaxed)
23
1.302-3(a) The fact that a redemption fails to meet the requirements of paragraph (2), (3) or (4) of section 302(b) shall not
be taken into account in determining whether the redemption is not essentially equivalent to a dividend under section
302(b)(1). See, however, paragraph (b) of this section. For example, if a shareholder owns only nonvoting stock of
a corporation which is not section 306 stock and which is limited and preferred as to dividends and in
liquidation, and one-half of such stock is redeemed, the distribution will ordinarily meet the requirements of
paragraph (1) of section 302(b) but will not meet the requirements of paragraph (2), (3) or (4) of such section.
The determination of whether or not a distribution is within the phrase "essentially equivalent to a dividend" (that is,
having the same effect as a distribution without any redemption of stock) shall be made without regard to the earnings
and profits of the corporation at the time of the distribution. For example, if A owns all the stock of a corporation and
the corporation redeems part of his stock at a time when it has no earnings and profits, the distribution shall be treated
as a distribution under section 301 pursuant to section 302(d).
24
(a) Section 302(b)(2) provides for the treatment of an amount received in redemption of stock as an amount received in
exchange for such stock if--
(1) Immediately after the redemption the shareholder owns less than 50 percent of the total combined voting power of
all classes of stock as provided in section 302(b)(2)(B),
(2) The redemption is a substantially disproportionate redemption within the meaning of section 302(b)(2)(C), and
(3) The redemption is not pursuant to a plan described in section 302(b)(2)(D).
25
302(b)(2)(D) SERIES OF REDEMPTIONS.--This paragraph shall not apply to any redemption made pursuant to a plan the
purpose or effect of which is a series of redemptions resulting in a distribution which (in the aggregate) is not substantially
disproportionate with respect to the shareholder.
Page 18 of 29
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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(ii) if the stock was not transferred for stock avoidance, two additional limiations
apply 302(c)(2)(B)
(iii)additional restriction #1: 10 year look back rule:26 if they bought the stock within
the past ten years from someone who would normally have their ownership
attributed to them, then they cannot make the election
(iv) additional restriction #2: at the time of the distribution, no person may own stock
which is attributable to the distribute under the family attribution rules if that
related family member acquired any stock in the corporation within the 10
year lookback period 27
(c) examples of legitimate transactions
(i) a planned retirement and redemption of shares. Rev. Rul. 77-29328
(d) examples of tax avoidance transactions
(i) transfers stock of a corporation to a spouse in contemplation of the redemption of
the remaining stock of the corporation and terminates all direct interest in the
corporation in compliance with
1. the transfer by a taxpayer of part of the stock of a corporation to a spouse in
contemplation of the subsequent redemption of the transferred stock from the
spouse
(2) Mechanics
(a) Analyze immediately after the distribution
(b) Note: if there is more than one way to attribute shares, the way that attributes the
highest number of shares should be used
(c) “ten year” look forward rule – apply to any interest other than as a creditor 302(c)(2)
(this might be a bit more relaxed)
(d) redeemed shareholder must do three things
(i) must give notice to the service
(ii) must agree to notify service if they obtain a prohibited interest
(iii)must waive statute of limitations
(3) Examples of “prohibited interest”
(a) providing post redemption services may disqualify Lynch v. Commissioner
(b) an agreement between the taxpayer (shareholder) and the remaining shareholders of
the corporation calling for a member of the taxpayer's law firm to be appointed to the
board of directors to protect the interest of the taxpayer as a creditor of the corporation
26
302(c)(2)(B)(i) any portion of the stock redeemed was acquired, directly or indirectly, within the 10-year period ending on
the date of the distribution by the distributee from a person the ownership of whose stock would (at the time of distribution) be
attributable to the distributee under section 318(a) , or
27
302(c)(2)(B)(ii) any person owns (at the time of the distribution) stock the ownership of which is attributable to the
distributee under section 318(a) and such person acquired any stock in the corporation, directly or indirectly, from the
distributee within the 10-year period ending on the date of the distribution, unless such stock so acquired from the distributee
is redeemed in the same transaction.
28
77-293: The structure and legislative history of section 302 of the Code make it clear that the purpose of section
302(c)(2)(B) is not to prevent the reduction of capital gains through gifts of appreciated stock prior to the redemption of the
remaining stock of the transferor, but to prevent the withdrawal of earnings at capital gains rates by a shareholder of a family
controlled corporation who seeks continued control and/or economic interest in the corporation through the stock given to a
related person or the stock he retains. Application of this provision thus prevents a taxpayer from bailing out earnings by
transferring part of the taxpayer's stock to such a related person and then qualifying the redemption of either the taxpayer's
stock or the transferee's stock as a complete termination of interest by virtue of the division of ownership thus created and the
availability of the attribution waiver provisions.
Page 19 of 29
will be in violation of section 302(c)(2)(A)(i) of the Code, the redemption shall be
treated as a distribution of property to which section 301 of the Code applies Rev.
Rul. 59-119
(i) difficult issue where there is a delayed payment of stock.
(ii) Courts hold that mere postponement does not cause a classification as equity
(iii)Leases, on an arms-length basis, a redeemed shareholder can lease property to a
corporation Rev. Rul 77-467
(b) If someone becomes a custodian under the UGTMA Rev. Rul 81-233
(c) Trustee of corporate voting stock Rev. Rul 71-426
(2) Safe harbors or not “prohibited interest
(a) Maintaining a creditor relationship with the corporation
(b) As an executor, but virtue of stock held by inheritance. 302(c)(2)(A)(ii)
(3) Entities waiving attribution when 100% of the interest is terminated
(a) Person who causes the attribution has to waive… and
i) Requires that the entity (usually a trust) and the beneficiary agree to be jointly and severally
liable29
c) 302(b)(2)(d)(4): Redemption from noncorporate shareholder in partial liquidation (this creates
parity with complete liquidaitions). Partial liquidations are treated as exchanges (not dividends)
ii) defining partial liquidations (302(e)(1))
(1) must be a plan
(2) must execute the plan in the current tax year or next
(3) must not essentially equivalent to a dividend
(4) must be the termination of one line of business (qualified trade or biz) (but the business
must live on)30
(a) raw land is not an active trade or business
(b) 5 year rule: must have been engaged in the trade or business for more than 5 years, so
as to avoid acquisition of a dummy corporation and than immediate liquidation for sale
or exchange treatment
(c) corporation must live on (ie engaged in another trade or biz)
(5) does not apply to subsidiaries. The terminated business must be run directly from the
corporation
(6) does not apply to corporate-owned shares
iii) even a partial distribution to a shareholder will be treated as a sale or exchange
iv) there is no need for any surrender of stock
v) Partial liquidations, which under 302(b)(4) are treated as exchanges. Unlike the other
requirements for exchange treatment, partial liquidations are measured at the corporate level
(1) Requirements for exchange treatment of partial liquidations
(a) Only distributions to non-corporate shareholders count
29
302(c)(2)(C)(II) each related person agrees to be jointly and severally liable for any deficiency (including interest and
additions to tax) resulting from an acquisition described in clause (ii) of subparagraph (A).
30
302(e)(2) TERMINATION OF BUSINESS.--The distributions which meet the requirements of paragraph
(1)(A) shall include (but shall not be limited to) a distribution which meets the requirements of subparagraphs (A)
and (B) of this paragraph:
302(e)(2)(A) The distribution is attributable to the distributing corporation's ceasing to conduct, or consists of the
assets of, a qualified trade or business.
302(e)(2)(B) Immediately after the distribution, the distributing corporation is actively engaged in the conduct of a
qualified trade or business.
Page 20 of 29
(i) Corporate shareholders may not only get a divident, but might have to reduce the
basis in their stock
(ii) Dealing with subsidiaries
(iii)Distribution of liquidated shares of wholly owned subsidiaries to a parent
corporation's shareholders do not qualify of exchange treatment 79-184
1. However, a liquidation of a child corporation which owns stock in a grandchild
corporation pass, resulting in a partial liquidation (if a subsidiary is liquidated,
its assets can be deemed to be liquidated).
(b) Pursuant to a plan
(c) Must be some contraction of a business
(i) could be any contraction of the business, including proceeds from a fire
1. can be a sale of one line of business
2. safe harbor
(ii) must be assets
(iii)of an active trade or business
(iv) that has been in use for five years
1. cannot have been acquired in the past five years in a taxable transaction
(v) no need to surrender stock
(d) Occurs within the taxable year in which the distribution was adopted or the next one
(e) "not essentially equivalent to a dividend" (but this requirement is based on whether it
is equivalent at the corporate level
(2) pro rata distributions, can qualify as partial liquidations so long as they are actually
contracting a business
(3) when a corporation distributes appreciated property in a redemption (311)
(a) corporations recognize gain on distribution of appreciated property in a redemption as
if the property had been sold for its fair market value (this applies to all distributions,
even those which could be termed a partial liquidation)
(b) effect on earnings and profits 312(n)(7)
(i) look to shareholder level
1. If it is treated as an exchange: 312(n)(7): a ratable share of the corporation’s
earnings based on the redeemed stock
2. if it is treated as an ordinary distribution under § 301: the distributing
corporation adjusts its EP in the same matter that other non-liquidating
corporations would: They are reduced by the amount of cash and the principal
value of any obligation, and by the greater of the adjusted basis and fair market
value of any property distributed.
d) The ordinary distributions take priority in determining earnings and profits Rev. Rul 74-339
5) brother-sister stopgaps Stopgaps on controlling corporations in § 304 which prevents controlling
shareholders from triggering distributions to claim a basis recover and capital gain treatment of
transactions, unless there is a significant reduction in corporate control
a) Unless they have significantly reduced their interest in the corporation, it does not matter
i) Terms
(1) Property is defined as money, securities, etc. but not stock
(2) Acquiring corporation is defined as one that acquires stock frin a shareholder of another
related corporation in return for property. In a parent subsidiary acquision, the acuquiring
corporation is the subsidiary
Page 21 of 29
(3) Issuing corporation is defined as whose stock has been transferred. In a parent-subsidiary
corporation, it is always the parent.
(4) Control is defined owning 50% of the combined voting power or 50% of the total vooe of
all shares of all classes of stock 304(c)(1)\
(a) 318 attribution rules apply, but stock is attributed between a corporation and a 5%
(rather than 50% shareholder)
ii) analysis
(1) to see if 304 applies, see if the sale is "brother-sister" or "parent-subsidiary" redemption
(a) bother-sister acquisitions: where persons in control of two corporations transfer stock
between one corporation (issuing) and the other (acquiring)
(i) this would fail to satisfy any of 302(b)'s test for exchange treatment
(ii) 304 requires that the transaction be treated as a dividend to the extent of the
acquiring corporation's EP, then to the extent of the issuing corporation's EP
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
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You got this offf
(iii)consequences
1. if treated as a dividend
a. acquiring corporation takes a transferred basis controlling party
b. controlling party's stock's basis in acquiring corporation is increased by the
basis of aquired stock that is treated as having been transffered
c. then reduce the earnings and profits as per 304(b)(2): first the acquiring
corporation's earnings, by the amount of the vidident, then the issuing
corporation's EP
d. acquiring corporation is treated as having acquired the stock by purchase
and takes a cost basis under the normal? 1012
2. if as an exchange
a. Sec. 312(n)(7) limits it to an amount not in excess of the redeemed stock's
ratable share of earnings and profits
b. but the code and regulations don’t say which corporation matters
(b) parent-subsidiary acquisitions: when a controlled corporation acquires stock of its
parent in return for property
(i) Control is defined owning 50% of the combined voting power or 50% of the total
vote of all shares of all classes of stock 304(c)(1)
(ii) If a transaction is both a brother-sister and a parent sub-sidiary the parent
subsidiary rules take precedence 304(a)(1) – but if the attribution rules do this (as
they inevitably will), the brother sister rules will apply 1.304-2(c) ex. 1
b) 302(b)(2)(d)(1): Redemptions not [essentially] equivalent to dividends.--Subsection (a) shall
apply if the redemption is not essentially equivalent to a dividend. (this was the original
provision, and it is explained by common law
i) Davis: must be some meaningful reduction, and if a shareholder really holds the same amount
before and after (even if he contributes capital), it is not a dividend
ii) A redemption of non-voting preferred stock is not essentially equivalent to a dividend when
there is no reduction in the percentage of voting and noting stock, and when the redeemed
shareholder remains in the control group Rev. Rul 85-106
iii) Determination of what is “meaningful” reduction is based on
(1) Right to vote and exercise control
(a) A reduction from 57 to 50% is meaningful, since this takes away a shareholders right
to act unilaterally Rev. Rul. 75-502 (different if charter uses a 66% test)
Page 22 of 29
(b) Where a trust loses its rights to the trust experienced a reduction of its voting rights, its
right to participate in current earnings and accumulated surplus, and its right to (a)
share in net assets on liquidation, it is essentially equivalent to a dividend. Rev.
Rul. 75-512. Where a shareholder has some voting interest, a redemption of non-
voting shares won’t be meaningful
(2) Right to participate in current earnings and accumulated surply
(3) Right to share in net assets on liquidation
iv) (or) Partial liquidation
b) When corporations redeem stock, there are two possible consequences
i) Sale or exchange, which results in capital gain or loss (unless is a dividend)
6) Realizations by corporation and shareholder of a non-liquidating distribution
a) Realization by corporation: realize gain equal to the amount fair market value of the property
minus the basis. 311(b) (this means that there must be some corporate level tax on the property)
i) Limited to avoid a negative basis: if the shareholder assumes a liability, the maximum fair
market value of the property can be the liability
b) Effect of a non-liquidating distribution on the shareholder's basis
i) effect on EP: gain recognized increases or decreases current EP by the adjusted basis of the
distributed property. but won a distribution of appreciated property, earnings and profits is
reduced by its fair market value. 312(a)(3). – net result: same as if the corporation had sold
the property and than distributed the cash to the shareholders
ii) exceptions that reducing a distribution corporations EP in determining tax consequences of
distributions to large shareholders
(1) 312(k): depreciation deduction – do not apply to a 20% corporate shareholders 301(e)
(a) 20% corporate shareholders 301(e) is anyone entitled to a dividends received
deduction either directly or indirectly and under 318 received either 1) stock in
distributing corporation possessing at least 20% of the total combined power or 20%
of the total value of all the distribution corporations stock, except non-preferred stock
(2) 312(n): other timing deductions – do not apply to a 20% corporate shareholders 301(e)
(a) 20% corporate shareholders 301(e) is anyone entitled to a divdents received deduction
either directly or indirectly and under 318 received either 1) stock in distributing
corporation possessing at leat 20% of the total combined power or 20% of the total
value of all the distribution corporations stock, except non-preferred stock
c) realization by sh: shareholder basis is the fair market value at the date of the distribution, reduced
by any encumbered liabilities 301(c)
7) stock dividends (splits): In general, a stock split cannot be taxed since it is really creating more
pieces of paper. Eisner v. Macumber (common) Koshland (preferred); Towne (if they are given
something they did not have before, it is more); Gowran (preferred stock to common shareholders
counts as more). In other worse a stock dividend does not result in a realization event
a) But, if there is a change in the shareholder's interests, it DOES result in a stock dividend.
i) When stock distributions are includible in gross income (because the shareholders interests
have either changed, or have the possibility of changing) , it is treated as per § 301 (dividend
to the extent of earnings and profit (but not below zero), return of basis, than capitol gain)
(1) Right to purchase additional stock count as an increase
(2) Rights of others to purchase stock count as an increase
Page 23 of 29
ii) There is a hair-trigger upon which shareholder has a disproportionate effect. Shareholder, for
these purposes includes one with 1) someone who holds stock 2) someone who has the right
to acquire stock; 3) someone who has the right to convert a note to stock
(1) Any election of any shareholder to acquire stock or property will trigger taxable treatment
(2) Shareholders who participate in reinvestment plans are taxed. Rev. Rul 78-375
(3) Anything that ends up giving some shareholders an increased share and others more
property will be taxed (this means that if some shareholders have the option of doing
something, some will have a disproporate effect)
(4) Doesn't matter if they are not pursuant to a plan
(a) But, if distributions are more than 36 months apart, a safe harbor is created wherein
they are presumed to not be part of a plan. Reg. 1.305-3(b)(2)
(5) If some shareholders receive common and others receive preferred stock, then they are
deemed to have a disproportionate effect
(a) Preferred stock is defined as stock that does not participate in corporate growth
(6) Preferred stock is generally taxable – unless it is increased to take account of a dividend or
stock split under § 205(b)(4)
(a) A change in conversion ratio is deemed to be a stock distribution, unless it can be
established that it is to take into account a split
(7) A distribution of covertible preferred stock is presumed to have a disproporationate effect,
and therefore taxable unless the taxpayer can establish under 1.305-6(a)(2) that it is not
predictable
(8) Imputed dividends: preferred stock that is issued at a discount, but no dividends are paid
until distribution
i) Distribution of taxable rights
b) Effect of nontaxable stock dividends (e. g. where there is no increase in voting power, just more
paper)
i) In a nontaxable distribution there is no change in earnings and profits
ii) Shareholders basis in stock distributed: will be allocated between old shares and new shares
based on their fmv on the date of distribution. § 307(a)
iii) Shareholders holding period of the new stock is tacked on to the holding period of the old tock
(this means that stock can get the 306 taint)
c) Characterization of taxable stock dividends
i) Effect on corporation
(1) Corporation recognizes no gain or loss
(2) Corporation can reduce its EP by the fmv of what is distributed. 1.312-1(d) (this might be
very lower)
ii) Effect on shareholders of stock distribution
(1) Shareholders basis in stock distributed: will be allocated between old shares and new
shares based on their fmv on the date of distribution. § 307(a)
(2) Shareholders holding period of the new stock is tacked on to the holding period of the old
tock
(3) Rights
(b) Distribution of rights does not get included in gross income, unless some shareholders
get cash, and others get rights in that distribution
Page 24 of 29
(c) Usually there is an allocation of basis between the underlying stock and the and the
rights in proportion to their relative fair market values on the date of distribution.
(unless de minimus rule). 1.307-1(a). If the rights lapse, no loss.
d) Rights have a zero basis if their fair market value is less than 15% of the stock with to which they
are distributed, unless the shareholder elect to allocate between the underlying stock and the rights
in proportion to their fmv
8) Redemptions of stock
a) Differentiating between a redemption and a distribution (a.k.a. a dividend to the extend of
earnings and profits)
i) A distribution must satisfy these five criteria to be a distribution as opposed to a redemption
(1) distribution
(2) of property (as defined in section 317(a)
(3) money or other tangible property
(a) does not include stock or rights to acquire stock
(5) made by a corporation
(6) to a shareholder
(7) in his capacity as a shareholder
ii) Amount of distribution: Calculation: amount is amount of cash received by shareholder plus
the fair market value of any property received
iii) does not include distributions of rights to stock or distributions of stock (stock dividends)
b) bifurcation possible for distributions without fmv: To the extent that a corporation distributes
property to its shareholders and doesn’t receive fair market value for it, that is a dividend, and
under Sec. 316, the transaction will be bifurcated into the transaction and the dividend
9) transfers of shares between parties
c) Selling stock to a related party does not result in a realization of gain or loss Sec. 26731
d) Corporations that make distribution, under 301, the entire amount is taxable.
10) corporation's redemption of stock
a) Redemptions: a buyback of the shares from the corporation. This means that the shareholders
share in the corporation does not change (this is treated like dividend, as opposed to a buyback, in
which the actual control changes), .
b) When redemptions will be treated as an exchange
i) When it is an exchange: so that the shareholder will recognize a capital gain or loss between
the amount of distribution and the shareholders basis. (non-corporate shareholders prefer,
corporate shareholders prefer b/c they get the drd)
ii) When it is not under 302 (an exchange), it falls under 301, which will be treated as a
distribution (possibly a dividend) dividend.
e) Test to determine whether or not it is an exchange (four statutory tests in 301(b)(1)-(4), they focus
how the shareholders interest has changed, and whether there has been a meaningful reduction in
interest (must analyze under constructive ownership rules)
i) Each shareholder is analyzed individually, but ownership can be attributed to them
ii) Constructive ownership: attribution to determine whether or not there has actually be a
change in proportion of ownership -- with the exception of families, must reattribute each
31
267(a)(1) DEDUCTION FOR LOSSES DISALLOWED.--No deduction shall be allowed in respect of any loss from the
sale or exchange of property, directly or indirectly, between persons specified in any of the paragraphs of subsection
(b). The preceding sentence shall not apply to any loss of the distributing corporation (or the distributee) in the case
of a distribution in complete liquidation.
Page 25 of 29
person’s interest in what they have to the succeeding generation. (if there is more than one
way to attribute shares, attribute them in the way that gives them the most shares).
(1) All individuals own stock that is owned by spouses, children, grandchildren and parents.
Siblings are not considered to be “family” for these purposes
(c) No double family attribution (since this would mean that everyone is related)32
(2) Option attribution: people are deemed to own shares that they have options in. If both
option and family attribution applies, than option attribution applies (so family attribution
can be used later)33
(3) Entity to owner attribution (no sideways attribution – co-partners do not have interests in
what their partners own, except as a member of the partnership)
(a) From Partnerships to their members: all individual who have an interested in a
partnership are considered to own stock that the partnership owns in proportion to their
beneficial interest
(b) From trusts to beneficiaries: Trusts: all individual who have an interested in a trusts
are considered to own stock that the partnership owns in proportion to their beneficial
interest
(i) Doesn’t matter how small or remote, it is considered owned to the extent of their
interest in the trust
(ii) Must have present, not contingent interest
(c) From corporations to individuals: : individuals are considered own the stock of
corporations that they own more than 50% of
(4) From individuals to entities (no sideways attribution – co-partners do not have interests in
what their partners own, except as a member of the partnership)
(a) To partnerships: all stock owned or constructively owned by partners is considered
owned by a partnership or the estate
(b) To estates: all stock owned or constructively owned by partners is considered owned
by a partnership or the estate
(c) To trusts: if an individual has more than a 5% interest in the trust it is considered to be
contingent
(d) To corporations: if the corp is more than 50% owned by the individual, it is deemed to
be an owner
c) Options: individuals who own an option are considered to be owning that sock
11) 306 taints: the anti-bailout provisions. Distributions of stock may be treated as ordinary income when
sold if it would have been treated as a divided
a) defining § 306-tainted stock
i) preferred stock distributed to a shareholder as a tax free stock dividend under § 305.
(common stock, since it participates in corporate growth, doesn't count.)
(2) If the stock has a limited right to dividends it is preferred
(3) If the corporation has a right of first refusal it is common. 76-386
(4) In general, any dividend other than common on common
32
318(A)(5)(B) Members of family.--Stock constructively owned by an individual by reason of the application of paragraph
(1) shall not be considered as owned by him for purposes of again applying paragraph (1) in order to make another
the constructive owner of such stock.
33
318(A)(5)(D)Option rule in lieu of family rule.--For purposes of this paragraph, if stock may be considered as owned by
an individual under paragraph (1)(family) or (4)(options, it shall be considered as owned by him under paragraph (4).
Page 26 of 29
(5) Does not include stock with no current or accumulated EP (e. g. would no part of the
stock been a tax free dividend for the year in question)
iii) Any stock whose basis is determined with reference to the 306 stock is considered to be 306
stock
(1) 306 stock is removed on the death of the shareholder, since it takes a date-of-death basis
under 1014
(2) any stock which is received in a reorganization or division is 306 stock if the effect is the
same as a receipt of a stock dividend, or if the stock was received in exchange for 306
stock
iv) stock received in a reorganization
v) preferred stock received in a 351 exchange is covered under § 306(c)(3). If the receipt of
money instead of any part of the stock would have been treated as a dividend, then it will be §
306 stock. In this case, one must apply the rules in § 304 (brother-sister acquisitions)
b) exceptions to section Sec. 306
(1) exemptions:
(a) 306(b)(1): total withdrawal from the corporation (since the shareholder is not taking
bailing out earnings)
(b) complete liquidation
(c) contributions to capital
(d) tax free 351 transfers
(e) if the IRS thinks that it was not tax avoidance
(i) Fireoved: maintaining effective control is not grounds for relief
ii) exception: stock sold in a taxable transfer erases the taint
iii) selling entire interest in corporation
(1) must not even have effective control
iv) redemption in complete liquidation
v) disposition that are treated as non-recognized under 351
vi) distribution that is coupled with a later disposition or redemption that is not part of a plan
c) the power of § 306: 306 taint (avoiding a preferred stock bailout wherein a corporation would
distribute preferred stock to shareholders, would would sell the stock and report a long term
capital gain (since a portion of the shareholders basis was allocated to the preferred stock) and
corporation would redeem the preferred stock from the 3rd party. 306 labels stock with bailout
potential, and 306 tainted stock will be treated, upon its disposition not as ordinary income but as
a capital gain.
i) if sold: treated as ordinary income to the extent of its ratable share of the amount that would
have been a dividend if the corporation distributed cash instead. The rest is treated as gain
from the sale or exchange of stock
(1) sh must look back to the time of the distribution and determine what would have come out
of earnings and profits
(2) the ordinary income is not eligible for a dividends received deduction, and a corporation
can't reduce its earnings and profits when its 306 stock is sold
d) Effect of 306 stock
i) If it is sold: Ordinary income, not capital gain when stock is sold to the extent of the stock’s
“ratable share” of the amount that would have been a dividend if the corporation distributed
cash in an amount equal to the fair market value of the stock at the time of the distribution.
Page 27 of 29
The balance is treated as a reduction of basis of the 305 stock, and anything else is treated as
gain from an exchange.
(1) Must look back to the original time of the distribution
(a) in determining the date that the distribution was made, the date that the shares are
surrendered is irrelevant, the date of distribution is what matters. Rev. Rul. 68-348:
(2) No Dividends received deduction available
(3) No reduction of Earnings and Profits by the corporation allowed
ii) if redeemed: treated as a distribution taxable to the extent of current or accumulated earnings
and profits in the year of the redemption
(1) If it is redeemed (really a two-step process to withdraw cash): treated as a 301 distribution
(2) 1.331-e: if a shareholder has acquired stock at different times, gain or loss is determined
separately. This is important for holding period purposes. The actual amount of gain or
loss should be the same, whether you aggregate or do it on a block-by-block approach.
(Doesn't usually matter since LT and ST CGs can offset each other)
b) purging 306 taint
i) sale
ii) death
12) liquidations of a subsidiary
a) liquidations of one corporation into another should be a tax free event (e. g. c2 liquidates
distributing its assets into Corporation)
i) two reasons why it should be nontaxable event
(1) dividend received deduction
(2) we were taxing, in the first case, something where the assets didn't remain in corporate
form
ii) there is no need to tax if any gain remains there, and the way we do this is under a carryover
basis, under a 332 liquidation
(1) in order to qualify for a liquidation under 332, the liquidation must meet two requirements
under § 332(b).
(a) the corporation receiving the property, was, on the date of liquidation was the owner
of stock as per 1504(a)(2) (as long as you own 80% of the vote, and 80% of the value
you can file a consolidated return)
(i) the first requirement is that Corporation own that much of the property (80%)
(b) second requirement: liquidation take place within 1 taxable year or take place within
three years of when the first distribution was made (does not need to be the same year
in which the plan was adopted).
(i) If they want to do it within the three year period, they have to waive the statute of
limitations, and might be required to post a bond
(c) Failure to meet these requirements will result in the liquidation being retroactively
disqualified
(i) Also, will be disqualified if the corporation loses control
(ii) There actually is a formal plan of liquidation under § 332 (§ 332(b)(1)
(2) 332: no gain or loss is recognized by a corporation on receipt of property distributed by
another corporation (assets are not leaving corporation form, and we have another chance
to impose the corporation tax)
(a) 334(b): basis of the property in the hands of the distribute shall be the same as if it is in
the hands of the transferor (and a carryover basis and a carryover holding period)
Page 28 of 29
(i) 381 (there are other carryover attributes, not applicable here such as NOL that
would carry over to the corporation)
(3) 1.332-5: minority shareholders are taxed under 331
(4) consequences to the liquidating corporation.
(a) § 337: no gain or loss shall be recognized to an 80% distributee.
(5) 336(d)(3) prevents any loss from being recognized only any distribution, on any
distribution in such liquidation – in distribution property that it had a gain on
(a) can't manipulate the property by dividing up the losses (§ 337)
(6) exception: 337(b)(2) and 337(d)(2): a gain is recognized where the property is transferred
to either a tax exempt or a foreign parent (because this loses the chance to tax it any layer).
no responsibility for any errors.
Since these are my personal notes, I take
Please do not claim that you wrote this.
This does not constitute legal advice.
http://Case.tm
You got this offf
Page 29 of 29
Retirement Plan Comparison Chart
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Basic plan type Defined Defined Defined Defined Defined Defined Defined
Contribution Contribution Contribution Contribution Contribution Contribution Contribution
Who can Employee; Employee; Employee and Employee and Employer Employer Employee and
contribute employer employer employer employer employer
contributions are contributions are
optional optional
Cost index Low to High Low to Medium Low to Medium Low to Medium Low to High Low Low
depending upon depending upon
design complexity, design complexity,
service model service model
adopted and other adopted and other
factors factors
Maximum The lesser of The lesser of The lesser of The lesser of None None. The lesser of
employee deferral $13,000 for 2004 $13,000 for 2004 $13,000 for 2004 $9,000 for 2004 Contributions are $9,000 for 2003
contribution (indexed for (indexed for (indexed for (indexed for generally by (indexed for
inflation each inflation each year) inflation each inflation each Employer only inflation each
year) or 100% of or 100% of year) or 100% of year) or 100% of year) or 100% of
compensation compensation compensation compensation compensation
Copyright © 2003 - 2004 by 401khelpcenter.com, LLC. All rights reserved. (Revised January 2, 2004)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Retirement Plan Comparison Chart
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Employer Optional; matching Discretionary up to Required match of Required match of Discretionary up to Discretionary up to Required match of
contributions contributions and 25% of an 100% on the first 100% on the first 100% of 25% of an 100% on the first
profit sharing employee's eligible 3% of employee 3% of employee compensation or employee's eligible 3% of employee
contributions compensation or deferral plus 50% deferral $41,000, compensation or deferral (may be
allowed -- plan $41,000, whichever on the next 2% of whichever is less $41,000, reduced to 1% in 2
document will is less (excluding employee deferral whichever is less of any 5 years)
OR
state formulas catch-up
contribution) OR
OR
2% of
3% of compensation to
compensation to all eligible 2% of
all eligible employees compensation to
employees all eligible
employees
Catch-up $3,000 for 2004 $3,000 for 2004 $3,000 for 2004 $1,500 for 2004 N/A N/A $1,500 for 2004
contributions for (indexed for (indexed for (indexed for (indexed for (indexed for
those age 50 and inflation each inflation each year) inflation each inflation each inflation each
older year) year) year) year)
Employee eligibility Age requirement Age requirements Age requirement Age requirement Age requirement Age requirement All employees
cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; earning $5,000 for
service service service service service Have earned $450 any past two years
requirement can’t requirements can’t requirement can’t requirement can’t requirement can’t in three of past and is expected to
exceed one year; exceed one year exceed one year exceed one year exceed one year; five years do so in current
may exclude union two years if 100% year; no age limit
employees vested permitted
Copyright © 2003 - 2004 by 401khelpcenter.com, LLC. All rights reserved. (Revised January 2, 2004)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Retirement Plan Comparison Chart
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Establishment By the last day of Establish in the tax Any date between On or before By the last day of Established by the On or before
deadline the plan year for year January 1 and October 1st for the plan year for time the corporate October 1st for
which the plan is October 1; may existing which the plan is tax return (with existing
effective not have an businesses; effective extensions) is filed businesses;
effective date that as soon as for the tax year in as soon as
is before the date administratively which the administratively
plan actually feasible for deduction is being feasible for
adopted businesses taken businesses
established established
after October 1st after October 1st
Funding deadline Employee Unincorporated Employee Employee Contributions must Funded by the Employee
contributions must businesses -- contributions must contributions must be deposited by time the corporate contributions must
be deposited as employer/employee be deposited as be deposited as the time the tax return (with be deposited
soon as contributions: by soon as soon as corporate tax extensions) is filed within 30 days
administratively the time the administratively administratively return (with for the tax year in after the end of
possible, but no corporate tax possible, but no possible, but no extensions) is filed which the the month in which
later than 15 return (with later than 15 later than 15 for the tax year in deduction is being the amounts would
business days after extensions) is filed business days after business days after which the taken otherwise have
the month in which for the tax year in the month in which the month in which deduction is being been payable to
the deferrals were which the the deferrals were the deferrals were taken the employee in
made; employer deduction is being made; employer made; employer cash; employer
contributions must taken; incorporated contributions must contributions must contributions must
be deposited by businesses -- be deposited by be deposited by be deposited by
the time the employer the time the the time the the time the
corporate tax contributions: by corporate tax corporate tax corporate tax
return (with tax-filing date plus return (with return (with return (with
extensions) is filed extensions and extensions) is filed extensions) is filed extensions) is filed
for the tax year in employee for the tax year in for the tax year in for the tax year in
which the contributions must which the which the which the
deduction is being be deposited as deduction is being deduction is being deduction is being
taken soon as taken taken taken
administratively
possible, but no
later than 15
business days after
the month in which
the deferrals were
made
Copyright © 2003 - 2004 by 401khelpcenter.com, LLC. All rights reserved. (Revised January 2, 2004)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Retirement Plan Comparison Chart
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Can rollover to:
Loans Employer option Employer option Employer option Yes Employer option No No
Copyright © 2003 - 2004 by 401khelpcenter.com, LLC. All rights reserved. (Revised January 2, 2004)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Retirement Plan Comparison Chart
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
When can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can
withdrawals be generally be made generally be made generally be made generally be made generally be made be taken at any be taken at any
taken for the following for the following for the following for the following for the following time; withdrawals time; withdrawals
reasons: reasons: reasons: reasons: reasons: taken prior to an taken prior to an
employee reaching employee reaching
termination of termination of termination of termination of termination of age 59½ may be age 59½ and
employment employment employment employment employment subject to IRS within the first 2
disability disability disability disability disability penalties; years of
withdrawals are participation, may
death death death death death generally be subject to a
retirement retirement retirement retirement retirement considered taxable 25% early
hardship hardship hardship hardship hardship income withdrawal
penalty; after 2
If taken prior to an If taken prior to an If taken prior to an Withdrawals taken If taken prior to an years, a 10% early
employee reaching employee reaching employee reaching prior to an employee reaching withdrawal penalty
age 59½ may be age 59½ may be age 59½ may be employee reaching age 59½ may be would apply;
subject to a 10% subject to a 10% subject to a 10% age 59½ and subject to a 10% withdrawals are
penalty;4 penalty;4 penalty;4 within the first 2 penalty; generally
withdrawals are withdrawals are withdrawals are years of withdrawals are considered taxable
generally generally generally participation, may generally income
considered taxable considered taxable considered taxable be subject to a considered taxable
income income income 25% early income
withdrawal
penalty; after 2
years, a 10% early
withdrawal penalty
would apply;
withdrawals are
generally
considered taxable
income
1. Even though a plan may accept rollovers, they are not required to do so. Hardship distributions cannot be rolled over.
2. Only after the individual has participated in the SIMPLE IRA for two years.
3. Some retirement professionals do not believe that the IRS Code permits such a rollover.
4. There is an exception to this rule which allows an employee who retires during the calendar year in which they turn 55, or later, to withdraw without penalty.
IMPORTANT NOTE: This chart is not intended as a comprehensive or detailed review of each plan type. It is intended to be general in nature. As a result, exceptions to each
plan feature can exist. Be sure to consult with a professional retirement planner or consultant before you act on any information contained in this chart.
Copyright © 2003 - 2004 by 401khelpcenter.com, LLC. All rights reserved. (Revised January 2, 2004)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Corporation Partnership
Entity
Formation Basis of Property transferred Basis of Property contributed
Plus: FMV of Services rendered Plus: FMV of Services rendered
Minus: Liability Assumed by Corporation Minus: Liability Assumed by Partnership
Initial
Basis: Plus: Gain Recognized by S/H Plus: Gain Recognized, b/c of Investment Co. rules
1. Boot recv'd:
S/H & Partner a. Gain = Lesser of: Plus: Share of Partnership Liabilities assumed
b. Realized Gain or Boot recv'd
Note:
1. S/H Debt assumed by Corp, only affects Basis
when Debit Relief, Exceeds, Basis of Property
transferred, b/c it triggers recognition of
Gain.
• Net investment income tax is imposed on investment income passing through from s-corporations to
shareholders, and from partnerships to partners
Formation of a Corporation
Section 351 Exchanges
• General Rule: No gain or loss is recognized if property is transferred to a corporation solely in
exchange for stock in such corporation and immediately after the exchange, such persons are in control
of the corporation.
• In this case, property includes money.
• Control here is defined in § 368(c): ownership of stock possessing at least 80 percent of the total
combined voting power and at least 80 percent of the total number of shares.
• Shareholder’s Basis (§358): The shareholder’s basis in the shares received is generally equal to the
property exchanged for the shares. (§ 358)
• The Basis is decreased by:
• FMV of any other property (EXCEPT MONEY) received by the taxpayer
• The amount of any money received by the taxpayer, and
• The amount of loss to the taxpayer which was recognized on such exchange
• The Basis is increased by:
• The amount which was treated as a dividend, and
• The amount of gain to the taxpayer which was recognized on such exchange.
Corporation’s Tax Effect (§ 1032) and Basis (§ 362)
• General Rule §1032: The corporation never has income when it issues stock in exchange for property
(including money).
• Corporation’s Basis (§362): The corporation gets a carry-over basis from the shareholder.
• Basis Haircut: If the property exchanged has a lower FMV than basis, the property gets a basis
haircut in the property down to the FMV of the property at the time of the exchange. (§ 362(e)
(2)).
• Aggregate Transfer: This applies in aggregate to all of the transferred property. So, you
add up the aggregate FMV and the aggregate bases of the property exchanged.
• Shareholder Haircut Election: 362(e)(2)(C) allows the haircut to be taken on the
shareholder’s basis in the shares received rather than the corporation’s basis in the
property received.
• This election is not good for S-Corps. Don’t do this election if the company is to
become an S-Corp.
• Tacking the Holding Period (§ 1223): Also, the holding period tacks with the property whenever the
basis goes with the property.
Depreciation Recapture (§ 1245)
• Generally, any gain attributable to depreciation should be ordinary income rather than a capital gain.
1245(a)(1) says that if section 1245 property is disposed of, you only get to use the cost-basis rather than
the basis adjusted for depreciation, when calculating how much capital gains you have. The rest is
ordinary income. Essentially, this forces the depreciation you took to be ordinary income.
• 1245 Property: This is typically anything you use in your business other than real property.
• Application to § 351 Exchange: This doesn’t apply to a good § 351 exchange according to § 1245(b)
(3).
Installment Notes and § 453B
• Ordinary, when you exchange an installment note, you realize all of the gain.
• Gain/Loss Calculation: Difference between the basis and
• 1) the amount realized in the case of satisfaction at other than face value or a sale or exchange;
OR
• 2) The FMV of the obligation at the time of exchange.
• Application to §351 Exchange: Reg. § 1.453-9(c)(2) which makes an exception when the exchange is
a § 351 exchange.
• Death of Installment Holder: §453B(c) treats this gain as income in respect of decedent.
Effect of a Good § 351 Exchange
§ 351 Exch. A B C D E
Equipment worth
Installment note worth
Inventory worth Unimproved land worth $25,000 ($5,000 basis
Partner Gives $25,000 cash $20,000 ($2,000 basis
$10,000 ($5,000 basis) $20,000 ($25,000 basis) due to 20k depreciation
sold last year)
taken)
Partner Received 25 shares 10 shares 20 shares 25 shares 20 shares
Not a taxable event. No gain/loss recognized No gain/loss recognized No gain/loss recognized No gain/loss recognized
Tax Consequences?
Nothing even realized. (§ 351) (§ 351) (§ 351) (§ 351)
Basis in Stock $25,000 (Cost basis $5,000 (carry-over basis $25,000 (carry-over
$5,000 (§ 358) $2,000 (§ 358)
Received? §1012) § 358) basis § 358)
Holding period does not
Holding Period for Not a capital gains item tack because this is not Previous holding period Previous holding period Probably could tack the
Stock Received? (§1221) a capital gains item (§ (§ 1223(1)) is tacked (§ 1223) holding period (§ 1223)
1221)
§ 1032 - corporation never has income when it issues stock in exchange for
For the Corporation itself?
property(including money).
§ 362(e)(2) - Basis
Corporation Basis? $25,000 (§ 362) $5,000 (§ 362) Haircut Applies! $5,000 (§362) $2,000 (§362)
$20,000 basis
Stock Received? (§1221) a capital gains item (§ (§ 1223(1)) is tacked (§ 1223) holding period (§ 1223)
1221)
§ 1032 - corporation never has income when it issues stock in exchange for
For the Corporation itself?
property(including money).
§ 362(e)(2) - Basis
Corporation Basis? $25,000 (§ 362) $5,000 (§ 362) Haircut Applies! $5,000 (§362) $2,000 (§362)
$20,000 basis
$5,000 gain is realized
No gain OR LOSS is § 453B doesn't apply
Buying with cash isn’t a under §1001, but § 351 § 1245 doesn't apply
Notes recognized. § 351 is a because of Reg. §
taxable event. prevents this gain from because of 1245(b)(3).
two-way street. 1.453-9(c)(2)
being recognized
• This can also happen if they are over-compensating an employee who is related to a shareholder.
162 won't allow a deduction for an unreasonable salary here.
• Personal use of corporate assets. Uses of corporate assets are constructive distributions. So, you have to
document a proper purpose for this in order to be a salary and thus deductible.
• Low-Interest loans by corporation to shareholder: IRC § 7872
• If market interest is not being charged, a bunch of constructive transactions happens. Let's say
we have a 100% shareholder of a corporation - he borrows money from corporation by signing
an IOU with below-market-rate interest. We're going to make believe that the loan bore a market-
rate interest and that the forgone interest is treated as transferred from the corporation to the
shareholder (as a dividend) and then immediately transferred back to the corporation as interest.
So, the shareholder has dividend income, and the corporation gets interest income equal to the
difference in payments had the loan been at market rates.
Redemptions and Partial Liquidations
Redemptions Generally §302
• § 302(a) If a corporation redeems its stock such redemption shall be treated as a distribution in part or
full payment in exchange for the stock. However, you must meet the requirements of (b) or it will
simply be considered a distribution under §301.
• Definition of Redemption of Stock §317(b): Redemption if the corporation acquires its stock from a
shareholder in exchange for property, whether or not the stock so acquired is cancelled, retired, or held
as treasury stock.
• § 302(b) Requirements: See the code.
• (1) Redemptions not equivalent to dividends.
• (2) substantially disproportionate redemption of stock.
• (3) termination of shareholder's interest. OR
• (4) redemption from noncorporate shareholder in partial liquidation.
• Shareholder cannot be a corporation; AND
• Distribution must be in relation to partial liquidation of the distributing corporation.
(Such as discontinuing a major portion of the business).
• Redemption and Sale: You simply compare the before with the after rather than separately for each
transaction. This helps shareholders because this can be considered part of their reduction of interest.
• “Zenz” Transaction: If a shareholder redeems shares and sells some in an “integrated plan”, the
proper way to analyze the reduction of interest is after everything.
Complete Termination § 302(b)(3)
• Applies when one shareholder is completely terminating their interest while the company continues.
Doesn’t apply if there’s only one shareholder – that would be a complete liquidation of the company.
• Must look to § 318 for attribution of ownership rules that apply here.
• If the attribution of ownership rules apply and it ends up not being a complete termination, the
distribution is a dividend and the basis of those shares shifts over the shares of the related parties.
Constructive Ownership of Stock § 302(c)
• § 302(c)(1) indicates that § 318(a) applies when determining the ownership of stock for this section.
• Attribution of Ownership § 318(a):
• Operating Rules § 318(a)(5)(A) and (B): Double attribution is allowed EXCEPT for double
family attribution.
• Members of Family § 318(a)(1): spouse (unless divorced), children, grandchildren, parents.
• Attribution From Entities to Individuals § 318(a)(2):
• (A) From Partnerships and Estates: Stock owned by or for a partnership shall be
considered as owned proportionately by its partners or beneficiaries.
• § 318(a)(5)(E): S Corporations are treated as partnership for this section.
• (B) From Trusts: Stock owned by or for a trust shall be considered as owned by its
beneficiaries in proportion to the actuarial interest of such beneficiaries in such trust.
(“Distributional Percentage”)
• (C) From Corporations: If 50 percent or more in value of stock in a corporation is
owned by a person, such person shall be considered as owning all of the stock owned by
that corporation in the proportion of their ownership. Anything less than 50% ownership,
and there’s no attribution.
• Attribution From Individuals To Entities §318(a)(3):
• (A) To Partnerships and Estates: Stock owned by a partner shall be considered as
owned by the partnership.
• (B) To Trusts: Stock owned by beneficiary shall be considered as owned by the trust
unless the beneficiary’s interest is 5 percent or less of the value of the trust.
• (C) To Corporations: If 50% or more of the value of the stock in a corporation is owned
by an individual, such corporation is considered as owning the stock owned by that
person.
• Sideways Attribution § 318(a)(5)(C): Let’s say B and C each own 50% of two C corps. C
redeems all of his shares in one corp. (a)(5)(C) prevents this sideways attribution.
• Option Attribution § 318(a)(4): If you have an option to acquire stock, congress assumes that
you’re going to act on those and are treated as owning that stock here.
• Option Rule in Lieu of Family Rule § 318(a)(5)(D): If attribution through paragraph 1
or 4, they are treated as owned under (4).
• Waiver of Family Attribution § 302(c)(2): The taxpayer can take certain steps to be sure family
attribution doesn’t apply. You must really be terminating your interest and getting out of the company. If
you meet these requirements, the 318(a)(1) family attribution doesn’t apply. Requirements:
• Forward Looking:
• § 302(c)(2)(A)(i): Redeemer has no interest in the corporation (including an interest as officer,
director, or employee) other than an interest as a creditor.
• if you’re getting paid for services rendered, you have failed to meet this requirement –
Lynch
• Being a landlord with a lease at a fair rent is okay per Rev. Rul. 77-467.
• § 302(c)(2)(A)(ii): Redeemer cannot acquire any interest (other than by inheritance) within 10
years from the date of such distribution; AND
• § 302(c)(2)(A)(iii): Redeemer must agree to notify the Secretary and retain records.
• Backward Looking:
• § 302(c)(2)(B)(i): Any portion of the stock redeemed was acquired within the 10 year period
prior from a person whose stock would be attributed to the distribute under 318. OR
• § 302(c)(2)(B)(ii):Any person owns stock which is attributable to the distribute and such person
acquired the stock from the distribute within the 10 year period prior.
• Rev. Rul. 77-293: If you’re retiring and you give a bunch of stock to his kids, this will
still be a good § 302(c)(2) waiver of family attribution.
• Entity Waiver of Family Attribution § 302(c)(2)(C): An entity can waive family attribution only if it’s
a complete termination.
• Example 1:
• Let's say we have a corporation owned partly by a daughter and an estate.
• So, this estate must get a waiver to use its basis; otherwise it will be a dividend.
• So, this estate and the mom would have to sign a § 302(c)(2)
• Only family attribution can be waived.
• Example 2:
• It then turned in all 250 shares. Here we have attribution from the beneficiary to the estate. How
many shares does it own after the attribution. Constructively, it was a controlling shareholder. It
is not a good 302(b)(2) because it's not less than 50%. It's right at 50% though. Isn't this a
meaningful reduction of the shareholder's interest? In effect, she, as a practical matter, was a
controlling shareholder. She had the right to outvote B on everything - the board would be
controlled by her and her family. But after the redemption, that's not the case. They are in a
deadlock position - they both now own 50% of the corporation. This is a serious change in the
control of the company. This is a good §302(b)(1).
• IRS Held: Reduction of voting common stock from 57 percent to 50 percent was meaningful
where the remaining stock was held by a single unrelated shareholder.
• Rev. Rul. 75-512 (Page 232): Whole family tree of people who owned the company. The transaction at
issue was a trust redeeming all of its shares. The trust constructively owned 30% of the company. They
redeem all 75 of the trust's shares, so immediately after the redemption, it owned ~25% of the
corporation. The IRS said that this was a good §302(b)(1).
• IRS Ruling: A reduction from 30 percent to 24.3 percent was meaningful because the redeemed
shareholder experience a reduction in three significant rights: voting, earnings and assets on
liquidation.
• IRS Ruling: A reduction in common stock ownership from 27 percent to 22 percent was
meaningful where the remaining shares were owned by three unrelated shareholders because the
redeemed shareholder lost the ability to control the corporation in concert with only one other
shareholder.
• Rev. Rul. 85-106 (Page 229): There was no controlling shareholder - there was a whole bunch of
shareholders with small portions of shares. The trust here had almost as much control as everyone else.
The point here was that there was no controlling shareholder - they had as much say as anybody else did.
Also, the redemption was of nonvoting shares. There's been no meaningful reduction of the
shareholder's interest. This was NOT a good §302(b)(1).
Partial Liquidations § 302(b)(4)
• Shareholder cannot be a corporation; AND
• Distribution must be in relation to partial liquidation of the distributing corporation. (Such as
discontinuing a major portion of the business).
• § 302(e) Partial Liquidation Defined:
• (1)(A): Distribution cannot be essentially equivalent to a dividend (determined at the corporate
level rather than at the shareholder level); AND
• (1)(B): The distribution is pursuant to a plan and occurs within the taxable year in which the plan
is adopted or within the succeeding taxable year.
• May be Pro rata § 302(e)(4): It doesn’t matter if the redemption is pro rata as long as it’s a
genuine contraction of the corporation’s business.
• § 302(b)(4): There must be a plan (“formalities”). A partial liquidation can succeed under two tests:
• Judicial Test: “Genuine contraction of the corporate business.” They can even be distributing
assets out in kind with the shareholders.
• Statutory Safe Harbor § 302(e)(2): Cessation of a corporate business AND corporation must
conduct a business after the distribution.
• Note: A mere distribution by parent corporation of its subsidiary’s stock is not enough.
Consequences to the Distributing Corporation
• § 311(a) and (b) apply.
• If the corporation redeems shares using its own property, the distributing corporation will recognize it
• Corporation cannot deduct redemption price or related expenses: IRC § 162(k)
• Before this section was added, one corporation managed to take a deduction for the expenses of
redemption and the money paid to the shareholder
• If you have a redemption that passes 302(b) (not a dividend) you still get to reduce the corporations E&P
(IRC §312(n)(7))
• It is reduced by a % of stock redeemed; OR
• If 20% of the stock is redeemed, 20% of the E&P is removed
• ALSO, § 304(b)(2) says you use the E&P of BOTH corporations when determining the tax
treatment of the redemption. E&P of the redeeming company first.
• § 304(a)(2) Acquisition by Subsidy:
• Let's say A owns P corp
• P corp owns 100% of S corp.
§ 306 Stock
• § 307(a) says that if a shareholder receives stock in a distribution to which 305(a) applies, then the basis
of such new stock and the old stock shall be determined by allocating between the old stock and the new
stock the basis of the old stock.
• Essentially, if you dispose of §306 stock, that stock is treated as if it was a dividend from the company.
So, essentially, the basis from that stock would shift back into the original stock.
• Defining 306 Stock § 306(c):
• Shareholders turn in shares and they get new shares of different classes
• Exception if no E&P at time of issuance - (c)(2)
• If no E&P, no application at all - the idea here is to capture growth.
• Taint Remains §306(c)(1)(C): anyone who takes that stock with the same basis as you maintains this
'taint'. It remains § 306 stock.
• § 306(a)(2) - if the disposition is a redemption, the amount realized shall be treated as a distribution of
property to which § 301 applies.
• (b) Exceptions: if you are terminating your interest, it will not be treated as a dividend.
• Additionally, § 306(a)(1)(A) - you only have a dividend to the extent that the corporation had E&P
when you got the stock.
• Triggering Events:
• Sale of § 306 Stock
• Entire amount realized is dividend to extent corporation had E&P when stock was issued
• Any excess is treated as sale - basis allowed for purposes of computing capital gain, BUT
NO LOSSES
• Redemption of § 306 stock
• Buyer wants to put as much basis as possible for inventory and other ordinary income type assets
(and depreciable assets)
• Tangible assets should be allocated first based on their actual FMV values, intangibles get
what's left over
• Most of the consideration that A is getting must be P's stock. If P's a publicly traded company,
this isn't much of a risk.
• This is considered a statutory merger. T goes out of existence and all of the assets and liabilities
of T go to P.
• If A does get cash in addition, that cash would be boot and it would be taxable. But, the stock
won't be.
• If A gets all cash, it's a taxable deal - not a reorg. The shareholder is shielded by §354.
In order to be a Reorganization:
• Fit into one of the seven "types" in IRC § 368(a)
• This is if T's board of directors won't do the merger. P can make an offer enough to get
80% of T's stock in exchange for stock in P>
• Let's say we have a corporation engaged in two businesses and it splits the businesses
into two corporations. You can achieve this split and have it be tax free to the
shareholders. There are three different formats:
• 1) "Spinoff": Corporation forms a new subsidiary, drops one of the businesses into
the subsidiary in exchange for stock in new corp. Then, parent distributes out
stock of the subsidiary to its shareholders
• 2) "Splitoff": Same - but instead have shareholder turn in stock as part of the deal.
• 3) "Splitup": Corporation forms 2 subsidiaries then liquidates itself and distributes
the shares of subsidiaries to its shareholders.
• § 355 rules as well must be met.
• (F) Migration: Mere change in identity, form: changing where your company is filed
• (G) Bankruptcy Reorganization -
Anti-Avoidance Rules
Economic Substance Doctrine
• Substance prevails over form.
• United Parcel Service v. Commissioner (619): UPS is a successful business. Accountants say - set up a
subsidiary in a country with low tax (Ireland today) and farm the insurance part of your business
offshore. The subsidiary then makes a portion of your business.
• They gave the shares in this new sub as a taxable dividend to their shareholders. TO avoid even
further, UPS sent the insurance money to a separate company which then pays it to your
subsidiary corporation. (Run it through a third party).
• IRS audits, drags to court, wins in tax court on the theory that this is a sham.
• IRS has authority under §482 to recast all transactions between brother-sister corporations as arms-
length deals.
• § 7701(o)
• If a corporatino is engaged in supplying services to people and the service provider is the shareholder.
This is to stop athletes from forming corporations and supplying themselves through a corporation.
S Corporations
Generally
• More S-Corps than C-Corps by a wide margin
• "Pass-Through": The income passes through and ends up on tax returns of shareholders - this is 100%
pass through - it doesn't matter if there's a distribution or not - it's taxed immediately upon recognition
by the s-corp of the income.
• Losses also pass through and are not trapped on a corporate tax return
• Make an election
• Even LLCs can check the box to be a corporation and then elect to be an S-Corp
• They do this so they can revert back to a partnership without having to go through
liquidation.
• (b) Computation of corporation’s taxable income: The taxable income of an S corporation shall be
computed in the same manner as in the case of an individual . . .
• (1) In general: In determining the tax under this chapter of a shareholder for the shareholder’s
taxable year in which the taxable year of the S corporation ends (or for the final taxable year of a
shareholder who dies, or of a trust or estate which terminates, before the end of the corporation’s
taxable year), there shall be taken into account the shareholder’s pro rata share of the
corporation’s—
• (A) items of income (including tax-exempt income), loss, deduction, or credit the
separate treatment of which could affect the liability for tax of any shareholder, and
• (B) have as a shareholder a person (other than an estate, a trust described in subsection
(c)(2), or an organization described in subsection (c)(6)) who is not an individual,
• (2) Ineligible corporation defined: For purposes of paragraph (1), the term “ineligible
corporation” means any corporation which is—
• (A) a financial institution which uses the reserve method of accounting for bad debts
described in section 585,
• Domestic corporation
• Requirements (b)(1):
• Can be good for current year if made within 2 and ½ months of start of year
• The taxable year of the S-Corp doesn't start until it comes into existence.
• The S-Election is good until it is revoked or is terminated.
• If you revoke within the first 2.5 months, you can revoke to the beginning of this year.
• You want to sign an agreement to prevent shareholders from screwing this up.
• Inadvertent terminations - IRC § 1362(f): IRS can forgive if you correct the problem and you must show
that it mustn't be on purpose. They have been very generous to grant these.
• Can't go back to Sub S for five years - IRC § 1362(g) - you're allowed to change once, but you cannot
change back for five years
S Corporation Operations
• Under 1366 - income and losses "pass thru" - shareholders must put their pro-rata share of everything
that happens in the corporation. It must be on their tax return regardless of a distribution or not.
• The character (ordinary v capital) is determined at corporate level (1366(b)) and then retains that
character when it passes through
• Any elections are made at a corporate level (e.g. 1033) - this is 1366(c)
• If it was never a C corporation, distributions are treated as return of stock basis, and then capital gain if
it exceeds the basis in the stock (§ 1368(b))
Example
• Three shareholders of S corp.
• S corp earns 15k profit
• This 15k profit passes through to shareholder - each shareholder pays taxes on 5k of income
• Now, their basis in their stock goes up by 5k.
• Then, if each shareholder takes 5k out as a distribution, this will be tax free for them
• You can't take losses beyond this basis - they carry over to the future if at a later time the
corporation earns money and the shareholder gets a basis
• Corporate debt to third parties does not create usable basis for shareholder ( even if shareholders
guarantee it!)
• Losses that represent the corporation burning through the bank loan won't pass through to
shareholder.
• So, you might not want to put the owners in an s-corp if they are going to be guaranteeing a loan.
• Instead - have the shareholders borrow the money and then lend it to the s-corp.
C-Corps To S-Corps
• Switching over is not a taxable event. Congress could have treated this as a liquidation and formation,
but they didn't.
• Electing S is not a taxable event, but:
• E.g. Interest/dividends, rents - the corporation has to pay a tax on that and if it persists, it
could terminated S-status under 1362(d)(3)
• The idea here is that they were afraid that there would be a bunch of c-corps that, instead
of liquidating to close up shop, they become an S-corp to avoid liquidation taxes and just
continue to invest the E&P in a portfolio of passive investments.
• Don't ever be a C-Corp if you're going to be an S-corp.
Example
• Let's say we have a 100% shareholder of a c-corp that owns a property with FMV of 20k and basis of
11k.
• This property is lobster trapped. What congress doesn't want is for that corporation to make an s-election
and then sell that asset to shareholders tax free.
• The corporation will still pay a tax on this asset on the 9k gain.
• § 1374 taxes the s-corporation on "built-in" gain (BIG) that was present when S election was made
• "taint" persists with the corporation for 5 years after S election is made (IRC § 1374(d)(7))
• Distributions are treated as previously taxed S corp. income first - "AAA" account (1368(e)(1))
• The Accumulated Adjustments Account - sum total of all the ups and downs of your share
interest
• C-Corp with $100 E&P - what if we switch over to S-corp and pay $100 out?
• Is this a dividend?
• You have to ask - did any income pass through to shareholder? He's entitled to take that much
out tax-free first before we use the E&P as a dividend.
• You can clean it out after it becomes an S-corp as well - you can bypass the AAA account if you want to.
Stoker Ostler April 2018 Stoker Ostler April 2018
SEP IRA. With this plan, the contribution limits are higher than with
any other type of IRA; you can potentially put away up to $55,000
TIP Consider hiring your spouse to boost household savings. Retirement Plan Options for Business Owners
per year for yourself, depending on your income. In addition, you Work with your CPA to determine if a SEP IRA or Solo 401(k) will allow
SEP IRA Traditional/Solo 401(k) SIMPLE IRA Traditional/Roth IRA Defined Benefit Plan
have the flexibility to contribute or not each year, depending on for higher contributions based on your salary and business income.
Solo 401(k): Sole
the cash flow needs of your business. The percentage of salary In many cases, particularly for an S Corp owner with flexibility in Any Individual. Wants Business owner who
Proprietor. No employees
Sole Proprietor Business with less than to increase tax deferred wants to maximize
contributed to all plans must be equal, so if you have employees, wage distributions, a Solo 401(k) can allow for higher contributions (except spouse). Wants to
Generally Few to no employees. 100 employees. Want savings and 1) is already contributions above any
maximize contributions.
you’re required to invest the same percentage of their salary in their with less income. This is because SEP IRA contributions are only Best For Wants flexibility and ease ease of administration & contributing to a qualified other plan limits. Values
Traditional 401(k): Wants
of administration. employee participation. plan or 2) only wants to maximum savings ability
accounts as your own salary. profit-sharing (generally limited to 25% net self-employment income to provide more saving
contribute minimal amount. over administrative costs.
option for employees.
up to $55,000), whereas a Solo 401(k) includes both an employee
If you need to set up a new plan and contribute for the prior
TIP deferral of compensation (up to $18,500) and profit sharing (up to Deadline to Tax filing plus extensions December 31 for year of October 1 for year of
Tax filing (not including
December 31 for year of
year, a SEP IRA may be your only solution. Establish for year of contribution. contribution. contribution.
extensions) for year of
contribution.
a combined $55,000). contribution.
Employer-sponsored IRA. Designed to help your employees
Traditional 401(k). Employees can contribute up to $18,500 pretax ER Contribution: Tax filing
save faster, this plan allows them to contribute to an IRA through plus extension. Tax filing (not including 15 days after each quarter
per year, commonly through payroll deductions. Business owners can Deadline to
payroll deductions. Tax filing plus extensions. Tax filing plus extensions. EE Contribution: 30 days extensions) for year of (contributions usually made
Contribute
make matching contributions to encourage employee participation, after month for which contribution. quarterly).
Self-directed IRA. These plans allow you to direct your retirement contribution is elected.
or profit sharing contributions based on cash flow each year, all of
savings to an area of investing in which you’re particularly savvy, which are tax deductible for the business.
Earned income
Income to Employee: W-2 wages. Employee: W-2 wages. Employee: W-2 wages. (wages; net earnings from Employee: W-2 wages.
such as real estate, private equity or hard money lending. Traditional Qualify Owner: Sch C or SE income. Owner: Sch C or SE income. Owner: Sch C or SE income. self-employment; taxable Owner: Sch C or SE income.
Roth 401(k). Like a Roth IRA, there is no up-front tax savings, but
and Roth tax benefits and contribution limits apply. alimony).
any growth and subsequent withdrawals are tax-free in retirement.
Use self-directed IRAs with care; according to IRS self-dealing Maximum 100% "earned income" up
Contributions to a Roth 401(k) are not subject to the income limits N/A $12,500 + $3,000 catch up $5,500 + $1,000 catch up N/A
TIP Employee to $18,500 + $6,000 catch
rules, if you make a transaction that benefits you or a Employer only contributions. over 50. over 50. Employer only contributions.
that apply to Roth IRAs. Employer matching contributions are pretax Contribution up over 50.1
“disqualified person”(such as funding a repair on a real-estate and may not be directed to the Roth portion. Owner: 20% Net Owner: 20% Net
investment), the account could become taxable. You’re responsible adjusted profits (sole adjusted profits (sole
Annual benefit cannot
If you believe your taxes will be higher when you retire, consider Maximum prop, partnership)/25% prop, partnership)/25% Dollar for dollar match up
for understanding and complying with these rules. TIP exceed smaller of $220,000
Employer compensation (corporation) compensation (corporation) to 3% compensation or N/A
directing all or part of your contributions to this option. or 100% Highest 3 years
Contribution up to $55,000.1 Employee: up to $55,000.1 Employee: fixed 2% of compensation.
avg. compensation.5
25% compensation up to 25% compensation up to
Pros and cons of IRAs Ask your plan administrator about including a Roth savings option in $55,000. $55,000.
a traditional 401(k) plan to allow for after-tax savings.
Traditional IRA:
+ Low cost and very easy to start - May have lower Owner can deduct on Deductible Contributions.
contribution limits Effect on EE Contributions are pre-
1040. No deduction for Taxable Withdrawals N/A
+ No plan administrator required Pros and cons of 401(k)s Income Tax: Owner can deduct on 1040. tax (Traditional). Reduce
employee, but contribution Roth IRA: NonDeductible Employer only contributions.
than defined benefit Employee taxable Income.
+ No annual compliance testing or 401(k) plans pre-tax. Contributions. Tax Free
+ Higher tax-deferred contribution limits - More costly Withdrawals.3
+ Flexible contributions - No loan options than IRAs
(except SIMPLE IRAs) + Employer matching of employee Effect on
100% deductible 100% deductible 100% deductible N/A
Deductible contributions
Income Tax: - limit based on actuary
contributions allowed - Additional forms Employer
contributions.2 contributions.2 contributions.2 Funded by individual.
computation.
for bigger plans
+ End-of-year profit sharing to Traditional IRA: N/A.4
incentivize employees allowed Income Roth IRA: $120,000 to
401(k)s: Greater savings ability + Tax-free loans up to IRS limits
Limitations
N/A N/A N/A
$135,000 (Single); $186,000
N/A
to $196,000 (MFJ).
with greater flexibility Loan
None. Allowed. None. None. None.
In general, 401(k) plans may be a bit more complex and costly to Provisions
set up than IRAs. However, most plans will allow both you and your Defined benefit/pension plans: Employee Contributions
Pre-Tax. Owner can
Depending on age of
employer/employees,
employees to set aside more money for retirement.
maximum retirement savings Only plan that can be
make both employee
contributions and employer
May incentivize employees
owner can potentially defer
large sums annually to
Solo 401(k). This solution allows a sole proprietor with no employees Other Benefits established and funded "profit sharing" to
to participate with Can set up spousal IRA for
increase tax deduction for
These plans allow you to sock away more than any other type of matching employer non working spouse.
(except a spouse) to make contributions as both the employer and after the tax year. maximize contribution. Solo
contribution requirements.
business and savings for
retirement plan. An actuary uses statistics, such as the age of the 401(k) filing requirements employer/employees. May
employee, potentially up to $55,000 (plus $6,000 catch-up if you’re are minimal compared to combine with profit sharing
participants (you and your employees), salary levels and years until
over age 50), depending on your income. Contributions as employee traditional 401(k) plans. plan to increase further.
retirement to calculate the contribution limits. Older business owners
and employer may be fully tax-deductible, further reducing your IRS Pub 560. IRC Sec 401.
with younger employees can potentially maximize benefits to their IRS Pub 4333 www.irs.gov/retirement- IRS Pub 560. IRS Pub 4334
income taxes. You can also establish the plan as a traditional 401(k) References IRS Pub 590A and 590B IRS Pub 560
own accounts based on these calculations, in some cases resulting in (SEPs for small business) plans/one-participant-401k- (SIMPLE Plans)
or Roth 401(k), depending on your goals. plans
allowable contributions of $100,000 or more. Contributions are fully
Maximum Employee N/A N/A Age 21 or older, worked three of Earned at least $5,000 during Age 21 or older, worked one year Generally, all employees Age 21 or older, worked one year; Age 21 or older, worked one year; N/A
Eligibility Restrictions last five years and earned at least any two prior years and is (or two years if 100% immediate may exclude employees who work may exclude union employees and
$600 in each of those years; may expected to earn at least $5,000 vesting); may exclude employees less than 1,000 hours per year, union nonresident aliens; may not exclude
exclude union employees and in current year; may exclude who work less than 1,000 hours employees, and nonresident aliens employees due to minimum hours or
nonresident aliens union employees and nonresident per year, union employees, and last-day rules
aliens; no age limit restriction nonresident aliens
Vesting 100% 100% 100% 100% for both employee and Vesting schedule allowed 100% 100% for employee contributions; 100% for both employee and Vesting schedule allowed but
employer contributions vesting schedule allowed for employer contributions; vesting generally not used
employer contributions schedule allowed for any employer
contributions made in addition to
mandatory safe harbor contributions
Distributions Distributions taken prior to Tax-free distributions allowed Distributions taken prior to Distributions taken prior to age Distributions can only be taken Distributions can only be taken Distributions can only be taken with Distributions can only be taken with Distributions can only be taken
age 591 ⁄ 2 may be subject to a provided certain conditions are age 591 ⁄ 2 may be subject to a 591 ⁄ 2 may be subject to 10% with a triggering event such with a triggering event such a triggering event such as death, a triggering event such as death, with a triggering event such
10% penalty tax, in addition to met; no minimum distributions 10% penalty tax, in addition to penalty tax, in addition to ordinary as death, permanent disability, as death, permanent disability, permanent disability, attainment permanent disability, attainment as death, permanent disability,
ordinary income tax; minimum required at age 701 ⁄ 2 ordinary income tax; minimum income tax (25% penalty applies attainment of plan’s normal attainment of 591 ⁄ 2 , separation of plan’s normal retirement age, of plan’s normal retirement age, attainment of plan’s normal
distributions required at 701 ⁄ 2 ; distributions required at 701 ⁄ 2 ; if distribution is within two retirement age, separation from from service or plan termination, separation from service or plan separation from service or plan retirement age, separation from
exceptions to 10% penalty exceptions to 10% penalty years of participation); minimum service or plan termination; any or hardship; any distributions termination; any distributions termination; any distributions service or plan termination; any
may apply may apply distributions required at 701 ⁄ 2 ; distributions taken prior to age taken prior to age 591 ⁄ 2 (age 55 if taken prior to age 591 ⁄ 2 (age 55 taken prior to age 591 ⁄ 2 (age 55 distributions taken prior to age
exceptions to 10% penalty 591 ⁄ 2 (age 55 if separated from separated from service) may be if separated from service) may if separated from service) may 591 ⁄ 2 (age 55 if separated from
may apply service) may be subject to 10% subject to a 10% penalty tax, in be subject to 10% penalty tax, in be subject to 10% penalty tax, in service) may be subject to 10%
penalty tax, in addition to ordinary addition to ordinary income tax; addition to ordinary income tax; addition to ordinary income tax; penalty tax, in addition to ordinary
income tax; minimum distributions minimum distributions may be minimum distributions may be minimum distributions may be income tax; minimum distributions
may be required at 701 ⁄ 2 required at 701 ⁄ 2 required at 701 ⁄ 2 required at 701 ⁄ 2 may be required at 701 ⁄ 2
Loan Features Not available Not available Not available Not available Allowed Allowed Allowed Allowed Allowed
Plan Administration None None None None IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS 5500 EZ when plan assets
requirements** requirements if subject to ERISA** requirements** requirements** reach $250,000
*Employer may make matching or discretionary contributions within an ERISA 403(b); ERISA 403(b)s are subjected to ERISA requirements. **Owner-only plans are not required to file IRS 5500 until assets reach $250,000 or terminate. LPL Financial does not provide tax advice. Please consult your tax advisor.
Retirement Plan Portability
Receiving Plan Annual Contribution Limits 2016 2017 Tax Deductibility of IRA Contributions
(Tax Year 2017) for Participants in
To IRA Traditional IRA, Roth IRA, $5,500 $5,500 Employer-Sponsored Retirement Plans
Roth SIMPLE Coverdell Qualified SIMPLE Government
(Traditional SEP IRA Roth 401(k) 403(b) Roth 403(b) Spousal, Guardian
From IRA IRA ESA Plans3 401(k) 457(b)
Spousal) - IRA contributions are fully deductible if neither you nor your spouse
Traditional, Roth, Spousal IRA $1,000 $1,000 participates in an employer-sponsored retirement plan such as 401(k),
IRA Transfer or Transfer or
2
Catch-Up Contribution
Transfer or Conversion NO Rollover NO Rollover NO Rollover Rollover 403(b), or pension plan.
(Traditional Rollover Rollover2
Spousal) Rollover
- Deductibility is limited if you or your spouse participate in an
Coverdell ESA (per beneficiary) $2,000 $2,000 employer-sponsored retirement plan. Refer to the chart below to
Roth Recharacter- Transfer or Recharacter- NO NO NO NO NO NO NO NO figure your deduction.
IRA ization Rollover ization Employer Deduction Limit (SEP, MPP, 25% 25%
PSP, 401(k)5) aggregate aggregate
Transfer or Transfer or Transfer2 or comp comp Modified Adjusted Gross Income Maximum Maximum
SEP IRA Conversion NO Rollover NO Rollover NO Rollover Rollover
Rollover Rollover Rollover2 2017 2017
Elective Deferral (402(g) Limit): 401(k), $18,000 $18,000
SARSEP, 457 and 403(b)) Deduction Deduction
Married Filing Jointly Married
SIMPLE Transfer2 or Transfer2 or Transfer or Single for Those for Those
Conversion NO Rollover2 NO Rollover2 NO Rollover2 Rollover2
Delivering Plan
IRA Rollover2 Rollover2 Rollover Defined Contribution 415 Limit 100% comp 100% comp Filing Under Age 50 and
Filers You Only Spouse
(the lesser of) or $53,000 or $54,000 Separately Age 50 Older
Participate Participates
Coverdell Transfer or
NO NO NO NO NO NO NO NO NO NO Salary Deferral Catch-Up Limit $6,000 $6,000
ESA Rollover $62,000 $99,000 $186,000
(does not count against 415 limits $0 $5,500 $6,500
& under & under & under
Qualified Transfer or
4 in a 401(k) plan)
Rollover Conversion Rollover Rollover2 NO Rollover Rollover NO Rollover Rollover $63,000 $101,000 $187,000 $1,000 $4,950 $5,850
Plans3 Rollover
SIMPLE Plan Deferral $12,500 $12,500
$64,000 $103,000 $188,000 $2,000 $4,400 $5,200
Transfer4 or
Roth 401(k) NO Rollover NO NO NO NO NO Rollover NO NO SIMPLE IRA Catch-Up Limit $3,000 $3,000
Rollover $65,000 $105,000 $189,000 $3,000 $3,850 $4,550
Transfer or Defined Benefit 415 Limit $210,000 $215,000 $66,000 $107,000 $190,000 $4,000 $3,300 $3,900
403(b) Rollover Conversion Rollover Rollover2 NO Rollover NO Rollover Rollover Rollover
Rollover
$67,000 $109,000 $191,000 $5,000 $2,750 $3,250
Annual Compensation Cap $265,000 $270,000
Transfer4 or $68,000 $111,000 $192,000 $6,000 $2,200 $2,600
Roth 403(b) NO Rollover NO NO NO NO Rollover NO NO NO
Rollover SEP Participation Compensation $600 $600
$69,000 $113,000 $193,000 $7,000 $1,650 $1,950
SIMPLE Highly Compensated Employee (HCE) $120,000 $120,000 $70,000 $115,000 $194,000 $8,000 $1,100 $1,300
Rollover Conversion Rollover Rollover2 NO Rollover NO Rollover NO Rollover Rollover
401(k)
Key Employee Officer Definition $170,000 $175,000 $71,000 $117,000 $195,000 $9,000 $550 $650
Government Transfer or
Rollover Conversion Rollover Rollover 2
NO Rollover NO Rollover NO NO $72,000 $119,000 $196,000 $10,000
457(b) Rollover Social Security Taxable Wage Base $118,500 $127,200 $0 $0
& over & over & over & over
1
After-tax contributions require special consideration. Client should consult with a 3
Qualified plans include profit sharing, money purchase, defined benefit, ESOP, 5
Owner-only plans are not required to file IRS Form 5500EZ SF until assets reach This chart is designed to give you a basic overview of IRA deductions.
tax advisor for portability guidelines. target benefit. $250,000 or terminate. LPL Financial does not provide LPL Financial recommends you consult with a qualified tax advisor
2
Available only after the individual has been a SIMPLE plan participant for over 4
Only a plan merger could be done as a transfer. All other movement would need tax advice. Please consult your tax advisor. before making IRA decisions.
two years. to be done as a rollover.
PORTABILITY DEFINITIONS
1
o A business entity is a corporation if a federal or state statute describes it as a
corporation. So, if you’re a corporation under state law, you are a corporation for
IRC.
o An association – as de'ned under 301-7701-3.
o A joint-stock company or association.
o Insurance company.
o State chartered business entity conducting banking activities
o Certain foreign entities.
• Reg. § 301-7701-3 (“Check the Box Regulation”)
o (a) A business not already classi'ed as a corporation can elect to be classi'ed as an
association (and thus corporation).
o (b) If you don’t make this election, then (b) de'nes your tax status. These are the
default rules.
If you have two or more members, you’re a partnership.
Otherwise, you’re a disregarded entity.
o (c)(1)(iv) Limitation: Once you make an election, you cannot elect to change its
classi'cation in the next 5 years.
o (g) Changing Tax Treatment:
(1)(i) Partnership to Association: If an election is made, the following occurs:
the partnership contributes all of its assets and liabilities to the association in
exchange for the stock in the association and then the partnership liquidates
by distributing the stock of the association to its partners.
(1)(ii) Association to Partnership: If an election is made, the following occurs:
the association distributes all of its assets and liabilities to its shareholders in
liquidation of the association and immediately thereafter, the shareholders
contribute all of those assets and liabilities to a newly formed partnership.
This isn’t a big deal going from partnership to association, but the tax
implications for liquidating a corporation can be huge when going from
association to partnership.
2
• Medicare Surtax: After $200k ($250k for married, joint return) of wages, compensation, or
self-employment income, taxpayer pays an additional 0.9% in Medicare surtax.
• Medicare Taxes on Net Investment Income
o 3.8% of net investment income
o Applicable only to extent adjusted gross income is greater than $200,000 ($250,000
married)
o Applicable to investment income (dividends, interest, recognized gains on stocks,
bonds) income from 'nancial trading business, and passive activity income
o Not applicable to income from non-rental, non-'nancial-trading business activities in
which taxpayer materially participates
o Not imposed on wages or self employment income
o This is § 1411.
• Choice of Entity Consideration:
o Partnerships and Wages: Wage tax is not applicable to partners in a partnership
o Partnerships and Self-Employment Tax: Self-employment tax is imposed on pass
through income from partnership business to general partners (NOT imposed to
limited parters)
o S-Corporations Pass-Through Income: Self-employment tax is NOT imposed on pass-
through income from S corporations to shareholders
o S-Corporations Wages: Wage tax is imposed on S corporation shareholders only to
the extent of wages paid.
If you don’t take out wages, you never have to pay SS/Medicare taxes –
however, the IRS will look at blatantly evasive actions – you’re supposed to
take out a ‘reasonable’ wage.
3
Subsidiary Dividend to Parent Corporation - § 243
• The parent corporation must pay tax on this dividend, but it gets a deduction equal to
most of or the entire dividend.
o § 243(a)(2): 100 percent deduction in the case of dividends received by a small
business investment company.
o § 243(a)(3): 100 percent in the case of qualifying dividends de'ned in (b)(1)
o § 243(a)(1): 70 percent deduction in all other cases.
• § 243(b)(1) Qualifying Dividends: Any dividend received by a corporation if such
corporation is a member of the same aNliated group. (b)(2) says that “aNliated group” is
de'ned by § 1504(a).
• § 1504(a) ANliated Group: An aNliated group means 1 or more chains of includible
corporations. The ownership of stock of any corporation meets the requirement if (A) it
possesses at least 80 percent of the total voting power of the stock and (B) has a value of
at least 80 percent of the total value of the stock.
o So, essentially, the parent company must own 80% of the voting power and total
value of the stock to get the 100% deduction. Otherwise, you’re stuck with the 70%
deduction.
o 70% to 80% Bump: Further § 243(c) indicates that if you own at least 20% of the
value and voting power of the subsidiary, the 70% deduction can be bumped to
80%.
4
Alternative Minimum Tax § 56
Net Investment Income Tax and Pass-through Income
• Net investment income tax is not imposed on tax-free distributions from s-corporations to
shareholders, or from partnerships to partners
• Net investment income tax is imposed on investment income passing through from s-
corporations to shareholders, and from partnerships to partners
5
Formation of a Corporation
Section 351 Exchanges
• General Rule: No gain or loss is recognized if property is transferred to a corporation
solely in exchange for stock in such corporation and immediately after the exchange, such
persons are in control of the corporation.
o In this case, property includes money.
o Control here is de'ned in § 368(c): ownership of stock possessing at least 80
percent of the total combined voting power and at least 80 percent of the total
number of shares.
• Shareholder’s Basis (§358): The shareholder’s basis in the shares received is generally
equal to the property exchanged for the shares. (§ 358)
o The Basis is decreased by:
FMV of any other property (EXCEPT MONEY) received by the taxpayer
The amount of any money received by the taxpayer, and
The amount of loss to the taxpayer which was recognized on such exchange
o The Basis is increased by:
The amount which was treated as a dividend, and
The amount of gain to the taxpayer which was recognized on such exchange.
6
• Application to § 351 Exchange: This doesn’t apply to a good § 351 exchange according
to § 1245(b)(3).
7
Requirements of a Good § 351
• Control (351(a)): Immediately after the exchange the transferors of property
participating in the exchange are in control of the corporation.
o Control De#ned (§ 368(c)): Control requires:
Ownership of 80% voting power; AND
Ownership of 80% of the number of shares of the corporation.
o “Immediately after the exchange” (Reg. § 1.351-1(a)): Immediately after the
exchange simply means can be right after the exchange or after the end of an
integrated plan.
“The phrase “immediately after the exchange” does not necessarily require
simultaneous exchanges by two or more persons, but comprehends a
situation where the rights of the parties have been previously de'ned and the
execution of the agreement proceeds with an expedition consistent with
orderly procedure.”
o Exception - Services in Exchange for Shares (§ 351(d)): Services,
indebtedness not evidenced by a security, or interest on indebtedness accrued after
the shareholder’s holding period are NOT considered as issued in return for property.
HOWEVER, they are considered as part of the ownership of stock.
o Exception - De Minimus Exception (Reg. § 1.351-1(a)(1)(ii)): You can’t simply
put in some nominal amount of property to make them a transferor of property. An
IRS ruling says that if the value of the stock the shareholder gets for property is
more than 10% of the value of the shares he’s receiving, then this will be
considered a transfer of shares in exchange for property.
• Investment Company Exclusion (§ 351(e)(1)): This doesn't apply to a transfer of
property to an investment company. This determination is made using the factors under
§351(e)(1).
o Reg. § 1.351-1(c): A company is considered an investment company if the transfer
results in diversi'cation of the transferors' interests, and the transferee is a
regulated investment company, a real estate investment trust, or corporation with
more than 80 percent of the value of whose assets are held for investment and are
readily marketable stocks or securities.
This last one wouldn't be a big issue, BUT § 351(e)(1) treats money as stock
and securities. The way to avoid this is to be sure at least 20% of the
assets are not cash or investment stocks.
“Boot” in a § 351
• § 351(b) Boot with Exchange: If the shareholder receives property or money, then gain
shall be recognized, but not in excess of the amount of money received + the FMV of such
other property received.
o Shareholder Stock Basis §358: Here, the basis of the stock will be the carry-over
basis of the property exchanged minus the FMV of the property and cash received
plus the gain recognized on the transaction.
o Shareholder Boot Basis: The boot’s basis will be the FMV of the boot.
o Corporation Property Basis (§ 362(a)): The corporation’s basis in the property
received will be the carry-over basis PLUS the shareholder’s recognized gain.
• Also, no loss will be recognized, ever.
8
• Example: A transfers property to X Corp worth 100k with 10k basis. She gets stock worth
80k and property with FMV of 20k. She’s taxed on the boot she got = 20k gain. A’s basis in
the stock would be 10k (original basis) – 20k (FMV of property received) + 20k (gain
recognized) = 10k. A’s basis in the property received is 20k. The corporation’s basis in the
property received will be 30k.
• Corporate Tax (§ 351(f)): If property is transferred § 311 applies. § 311 essentially says
it is treated as if the corporation sold the property to the shareholder and is taxed on the
gain.
• Corporation Receiving multiple Assets (Rev. Ruling 68-55): If the corporation is
receiving multiple assets, they will be treated as multiple § 351 exchanges and the gain
recognized to the shareholder will be allocated in basis of the property in the corporation
based on the relative FMV of each contributed asset.
• Example Receiving Installment Note: What if the shareholder is receiving more boot
than recognized gain? Problem Page 79(c). Let's say C is transferring in land with a FMV of
50k and a basis of 20k. In exchange, he's receiving common stock with a FMV of 10k, 5k
cash, and an IOU worth 35k. You cannot recognize more than you realize. Although there is
40k boot, there is not 40k of recognized gain. He's only going to recognize 30k gain in the
end (§ 351(b)(1)).
o When Taxed (§453): The default rule of § 453 is that the gain is not recognized all
up front - rather, we would get to use the installment method. Prop. Reg. § 1.453-
1(f).
Not every installment sale is eligible for § 453. Real estate developers cannot
use 453 for dealer dispositions.
Also, if that asset is publicly traded security, you don't get to use § 453.
o Assuming §453 applies, the installment method will apply. As each payment comes
in, you use the gross pro't ratio: Payment x (Gross Pro't)/(Total Contract Price).
In this example: Payment (5k) x (gross pro't (30k))/(total contract price
(40k)) = $3.75k
o Basis Of Stock: Here, the IRC treats the shareholder as if they elected out of § 453
installment method to calculate the basis in the stock. The full amount of
recognized gain is used. Here, Basis of stock = Basis of property (20k) - fmv of
noncash "boot" (35k) - cash received (5k) - recognized loss + dividend + recognized
gain (30k) = 10k
o Corporation's Basis in Asset (§362): Carryover basis from the shareholder plus
any recognized gain. The Proposed Regs limit this to whenever the shareholder
reports their gain on the installment. So, the corporation here would start with a
23.75k basis as soon as the shareholder receives their 'rst installment.
• Nonquali#ed Preferred Stock (§ 351(g)): Nonquali'ed preferred stock is treated like
boot and is taxed.
o De#ned § 351(g)(2)(A): Preferred stock and one of four elements:
(i) Holder has a right to require company to redeem stock.
(ii) Company is required to redeem the stock.
(iii) Company has right to redeem stock and (as of the issue date) it is more
likely than not that such right will be exercised; OR
(iv) the dividend rate varies in whole or in part with reference to interest rates
or other similar indices.
9
Assumption of Liabilities § 357
• When the shareholder is transferring an encumbered asset into a corporation with § 351.
• General Rule § 357(a): If the shareholder receives property in a 351 exchange and the
company assumes a liability of the shareholder, then such assumption shall not be treated
as money or other property and shall not prevent the exchange from being a good 351.
• Example: M is transferring an asset with a FMV of 100k, basis of 20k and mortgage of 5k
in a good § 351. Normally, with a regular non-recognition transaction, the mortgage would
be considered boot. However, § 357 treats this di7erently. She has dropped 5k debt, so we
reduce her carryover basis in the stock by the mortgage amount. Her basis in this stock
would therefore be 5k due to § 358(d).
• Shareholder's Basis in Stock § 358(d): The assumption of liability will be treated as
money received. So, reduce the stock basis by any liability assumed by the corporation.
• Corporation's Basis § 362: Same as before. Shareholder's Basis (20k) + shareholder's
Recognized gain (0k) = 20k.
• Exceptions:
o Tax Avoidance (§ 357(b)): If it appears the principal purpose of the taxpayer was
to avoid income tax on the exchange or was not a bona 'de business purpose, then
such assumption shall be considered as money received by the taxpayer on the
exchange.
Example: shareholder takes out loan on the asset the day before
incorporation and uses those proceeds for something not related to the
business.
o Liabilities in Excess of Basis (§ 357(c)): If the liability is greater than the basis
of the asset, then the shareholder will recognize the di7erence as a gain.
REMEMBER: this is done on an aggregate basis - so, if you can balance this out,
you won't recognize this di7erence.
Example: Same case, except the mortgage is 50k instead of 5k. The
shareholder will recognize 30k capital gain here. The corporation will now get
a 50k basis in the asset (20k + 30k).
Peracchi Case: What if the shareholder drops in an IOU alongside the
property? The court here sides with the shareholder because of the reality of
the note. This should be enough to cancel out the § 357 problem. However,
this must be a real note and there should be no suspicion that the note will
disappear. Make a clear record of the debt and actually pay it (payment
schedule and make payments).
o Not Real Liabilities (§ 357(d)): A recourse liability will be treated as having been
assumed if the transferee has agreed to and is expected to satisfy such liability. A
non-recourse liability is treated as assumed by the transferee of any asset subject
to such liability.
This is to shut down liabilities that the corporation has agreed to pay but isn't
actually expected to pay.
o Deductible Liabilities (§ 357(c)(3)): If a corporation is assuming a shareholder's
liability and they are on the cash method and they would be able to deduct it, then
the liability is excluded in determining the amount of liabilities assumed.
10
• Regardless of the doctrine that you cannot assign income, this will still be considered a
good § 351 transaction.
• Rev. Ruling 95-74: You can deduct liabilities that are assumed when incorporating a
going business. This is technically a violation of the assignment of income doctrine.
Avoiding § 351
• § 351 is not elective. A shareholder might want to avoid a § 351 if they are contributing
property with a loss. Or, if the corporation will soon sell the asset, you might want to
recognize the gain at the shareholder level so you avoid the double taxation.
• To avoid § 351, simply sell the asset to your corporation - be sure to take out cash.
• Example: M is a sole shareholder and wants to get property into the corporation but take
the gain beforehand. One thing she could do is to sell the property to the corporation.
However,t he corporation would need to have the cash to do this. § 267 might apply.
• No Loss Selling to Related Persons §267: Generally, you cannot take a loss when you
sell an asset to a related person. 267(b)(2) indicates that loss cannot be taken on a sale
between an individual and a corporation which is owned more than 50% by the individual.
o So, the individual would have to own 50% or less of the corporation to take the loss.
Stock owned by family members is treated as owned by you.
• There might also be diNculties if other people are trying to take a § 351 transaction. The
IRS will argue that this was part of the 351 exchange. However, as long as she doesn't
take stock, she won't be considered part of the 351.
• Gain will be Ordinary if Depreciable in hands of Transferee § 1239: Generally in the
case of a sale or exchange of property, any gain recognized to the transferor shall be
treated as ordinary income if such property is, in the hands of the transferee, of a
character which is subject to the allowance for depreciation.
o Land is not depreciable, so it would not apply to a transfer of land.
o Also, be sure that the corporation is paying FMV - if the corporation isn't paying
FMV, the IRS will argue that there was a constructive issuance of stock and will be a
351 exchange.
11
o 1) incident to the creation of the corporation,
o 2) chargeable to capital account, AND
o 3) of a character which, if expended to create a corporation having a limited life,
would be amortizable over that life.
o Examples: legal fees for drafting the corporate charter and bylaws, fees paid to the
state of incorporation, necessary accounting services
Speci'cally excluded: costs of issuing or selling stock and expenditures
connected with the transfer of assets to the corporation.
• Start-up Expenditures § 195: Expenditures that the corporation could have deducted
currently as trade or business expenses if they had been incurred in an ongoing business.
• Corporations may elect to deduct up to 5k in organizational expenditures and start-up
expenditures in the taxable year in which the corporation is formed. This 5k is reduced by
the amount by which total organizational expenditures exceed 50k.
• Organizational expenditures that are not currently deductible must be amortized over the
next 15 years.
• Problem Page 113: B is an investor. A owns a sole proprietorship business. A negotiates
with B to form a corporation of the proprietorship. They calculate the proprietorship to be
worth 510k. B agrees to contribute 490k for a 49% interest in the new corporation and A
will own the remaining 51% by contributing the proprietorship's assets and liabilities. What
are organizational expenditures and either currently deductible or amortizable under
§248?
o A) 3k in fees paid by A to appraise proprietorship - personal expense that can be
added to the basis of the stock.
o B) What if appraisal fees are paid by corporation? This will be treated as an
assumption by the corporation of A's liability. This will be governed by § 357 and
358(d).Unlikely that 357(b) would apply and without more facts 357(c) doesn't
apply.
o C) Legal fees paid by corporation for the following:
Drafting articles of incorporation, by-laws and minutes of 'rst meeting. If the
corporation makes the § 248 election, the expenses are deductible up to 5k
subject to reduction if total expenditures exceed 50k. Rest is amortized over
15 years.
Preparation of deeds and bills of sale transferring A's assets to corporation.
Costs of acquiring the speci'c assets and are added to the basis of the
properties.
Application for a permit from the state commissioner to issue stock and other
legal research for securities. Expenses related to securities are not
considered organization expenditures and are not added to basis of any
asset. They are nondeductible capital expenditures.
Preparation of a request for a § 351 ruling from IRS. § 212(3) does not allow a
deduction because it only applies to individuals. It is likely more appropriately
treated as an organizational expenditure under § 248.
Drafting a buy-sell agreement providing for the repurchase of shares by the
corporation if either A or B dies. Organizational expenditure under § 248.
o D) What if A paid all these expenses? This will be treated as a transfer to the
corporation and A's basis in the stock will increase. Corporation will be able to
amortize these expenses as if it had paid them directly.
12
Capital Structure
Debt vs. Equity § 385
• Factors Considered
o Form: Does it looks like debt? Principal, interest and payment schedule,
unconditional payment, shouldn't depend on corporation pro'ts.
Interest Rate: The interest rate should be the market rate. If it's too low it
might look too favorable to be a regular creditor.
Payable Only From Pro#ts: If it's payable only out of pro'ts, this will look
more like equity.
o Debt/Equity Ratio: The higher this ratio is, the more likely this will be classi'ed as
equity. 5-10:1 debt:equity ratio probably works.
o Intent of Parties: Objective conduct and facts that prove that people really did
consider this to be debt. Course of conduct can show intent.
o Proportionality: If the shareholder's debt is proportional to their stockholdings,
this looks suspicious. The idea is that proportional holders won't aggressively
defend their debt positions since everyone is proportionally in the same position.
o Subordination: If the debt is subordinated debt.
Shareholder Guarantees: If the shareholders are jointly and severally liable
for other debt, this will look less subordinated because they will be on the
same level as the bank.
• § 385 indicates there are factors to look at - the proposed regs, however, were withdrawn,
so there are no clear-cut lines.
Nonliquidating Distributions
Distributions in General § 301
• (a) In general, a distribution of property made by a corporation to a shareholder with
respect to its stock shall be treated as provided in (c).
• (c) Creates a three tier system:
o 1) Dividend: Any portion that is a divided is entirely gross income. 1(h)(11) still
makes this taxed at the capital gains rate, however there is no basis o7set. (De'ned
by § 316)
o 2) Amount applied against basis: If the shareholder has basis in the stock, the
remaining portion of the distribution will be applied against the basis in the stock
and reduce the basis of the stock by that amount.
o 3) Amount in excess of basis: If there is still more remaining after step 1 and 2,
this will be treated as gain from the sale or exchange of property.
• Property De#ned § 317(a): Property means money, securities, and any other property
EXCEPT stock in the corporation making the distribution or rights to acquire such stock.
• §301 does not apply to:
14
• § 312(a): Except as otherwise provided, the E&P of the corporation will decrease by the
sum of:
o 1) the amount of money
o 2) the principal amount of the obligations of such corporation; AND
o 3) The adjusted basis of the other property so distributed.
o [In summary, anytime a dividend is paid, the E&P is reduced by that amount.]
• Special Rules:
o Dividends from one corporation to another (e.g. subsidiary to parent) §
243: While this is treated as gross income, they get to deduct most of or the entire
dividend.
o Distributions by S Corporations: Special rules apply here.
• What is E&P: Roughly, you start with the corporation's income statement then:
o Add back certain exclusions such as tax-exempt bond interest
o Add back certain deductions such as dividends received from another corporation
o Deduct certain items normally not deductible such as federal corporate income tax
and previous dividends paid by corporation
o Special timing rules: depreciation is slowed down and no LIFO inventory even if you
use LIFO for everything.
• Computing E&P During Middle of Year (Rev. Rul. 74-164):
o Situation 1: At the beginning of the year, the Corporation has an accumulated E&P
of 40k. For the current year, it had a 50k operating loss for the 'rst 6 months, and
then ended up with a 5k operating pro't by the end of the year. Company
distributes 15k dividends at the 6mo mark. At the moment of distribution, the
company had -10k E&P. How much of this 15k is a dividend? Here, the entire
distribution is considered a dividend. Under § 312, once a dividend is taxed to the
shareholders, the E&P goes down by that amount. So, the accumulated E&P here
would become 30k.
o Situation 2: The company starts the year with a negative accumulated E&P of
-60k. The 'rst 6mo, the company had an operating income of 75k. Then a 15k
dividend is paid out in the middle of the year. However, by the end of the year, the
current E&P dropped to only 5k. According to § 316(a)(1), we apply the current
year's E&P 'rst. The rest of the distribution will be treated as a return of the stock
basis.
Multiple Dividends (Reg. § 1.316-2(b)): What would happen if instead of
one distribution in the middle of the year, we had 2 distributions during the
year. The 'rst was 12k and the second 3k. They are split - all distributions are
treated equally. The 12k distribution will be 4k a dividend and the 3k
distribution will be 1k of dividend. Remember - this only applies to current
E&P. Accumulated E&P is applied on a 'rst distribute, 'rst applied basis.
o Situation 3: Same as situation 1 but the company had a de'cit in E&P of 5k
throughout the year. According to the rev. ruling, we take the pro-rata portion of the
current years operating loss and apply it against the accumulated E&P. Here, the 5k
operating loss is pro-rated to the time of the distribution. It happens to be in the
middle of the year, so that's exactly half. So 40k (accumulated E&P) - (5k x ½)
(prorated current E&P) = 37.5k. This doesn't help in this situation because the
distribution is less than this amount and the entire distribution is a dividend. Reg. §
1.316-2(b).
15
The reg. indicates that this only applies if the actual E&P cannot be shown -
so if you can show actual E&P de'cit, then you should be able to use that E&P
rather than the prorata.
o Situation 4: Same as situation 1 except that the corporation had a de'cit in E&P of
55k for the entire current ear. The Rev Ruling says you can apply the prorated
amount of the current year's operating loss to the accumulated E&P: 40k - 55k x ½
= 12.5k. Therefore, 12.5k of the distribution will be a dividend and the remaining
will be a return of stock basis.
Constructive Distributions
• Payments on "debt"/equity on a purported debt that is reclassi'ed as stock for tax
purposes
• Excessive compensation paid to shareholder/employees - if you have shareholder
employees, on a reasonable allowance for salary will be deductible by the corporation.
o §162(a)(1) - corporation can take a reasonable allowance for salaries and bonuses
for services actually rendered. The excess can be reclassi'ed as a distribution (§
310) and the corporation cannot deduct that.
16
o This can also happen if they are over-compensating an employee who is related to a
shareholder. 162 won't allow a deduction for an unreasonable salary here.
o Personal use of corporate assets. Uses of corporate assets are constructive distributions.
So, you have to document a proper purpose for this in order to be a salary and thus
deductible.
17
• If the attribution of ownership rules apply and it ends up not being a complete termination,
the distribution is a dividend and the basis of those shares shifts over the shares of the
related parties.
18
if you’re getting paid for services rendered, you have failed to meet this
requirement – Lynch
Being a landlord with a lease at a fair rent is okay per Rev. Rul. 77-467.
o § 302(c)(2)(A)(ii): Redeemer cannot acquire any interest (other than by
inheritance) within 10 years from the date of such distribution; AND
o § 302(c)(2)(A)(iii): Redeemer must agree to notify the Secretary and retain
records.
o Backward Looking:
o § 302(c)(2)(B)(i): Any portion of the stock redeemed was acquired within the 10
year period prior from a person whose stock would be attributed to the distribute
under 318. OR
o § 302(c)(2)(B)(ii):Any person owns stock which is attributable to the distribute and
such person acquired the stock from the distribute within the 10 year period prior.
Rev. Rul. 77-293: If you’re retiring and you give a bunch of stock to his kids,
this will still be a good § 302(c)(2) waiver of family attribution.
• Entity Waiver of Family Attribution § 302(c)(2)(C): An entity can waive family
attribution only if it’s a complete termination.
o Example 1:
So this estate constructively owns the shares that the daughter owns.
So, this estate must get a waiver to use its basis; otherwise it will be a
dividend.
So, this estate and the mom would have to sign a § 302(c)(2)
o Example 2:
19
o Substantially Disproportionate: This test looks at the ratio of the voting stock
owned / total voting stock (after the redemption) against the ratio of the voting
stock owned / total voting stock (before the redemption) to see if it’s less than 80
percent. Look at shareholders percentage of voting power after the
redemption - it must be less than 80% of the voting power it had before
the redemption.
o Limitation: The shareholder must own less than 50 percent of the voting power
after the redemption.
o 80% Reduction of Common Stock As Well: Further, there must be an 80 percent
reduction of common stock owned by the redeemer.
• Rev. Rul. 75-502: A owns 750 shares of C Corp. B owns 750 shares of C Corp. and Estate
owns 250 shares of C Corp. A is sole bene'ciary of Estate. Here the estate constructively
owned 1000/1750.
o It then turned in all 250 shares. Here we have attribution from the bene'ciary to the
estate. How many shares does it own after the attribution. Constructively, it was a
controlling shareholder. It is not a good 302(b)(2) because it's not less than 50%. It's
right at 50% though. Isn't this a meaningful reduction of the shareholder's interest?
In e7ect, she, as a practical matter, was a controlling shareholder. She had the right
to outvote B on everything - the board would be controlled by her and her family.
But after the redemption, that's not the case. They are in a deadlock position - they
both now own 50% of the corporation. This is a serious change in the control of the
company. This is a good §302(b)(1).
o IRS Held: Reduction of voting common stock from 57 percent to 50 percent was
meaningful where the remaining stock was held by a single unrelated shareholder.
• Rev. Rul. 75-512 (Page 232): Whole family tree of people who owned the company. The
transaction at issue was a trust redeeming all of its shares. The trust constructively owned
30% of the company. They redeem all 75 of the trust's shares, so immediately after the
redemption, it owned ~25% of the corporation. The IRS said that this was a good §302(b)
(1).
o IRS Ruling: A reduction from 30 percent to 24.3 percent was meaningful because
the redeemed shareholder experience a reduction in three signi'cant rights: voting,
earnings and assets on liquidation.
20
• Rev. Rul. 85-106 (Page 229): There was no controlling shareholder - there was a whole
bunch of shareholders with small portions of shares. The trust here had almost as much
control as everyone else. The point here was that there was no controlling shareholder -
they had as much say as anybody else did. Also, the redemption was of nonvoting shares.
There's been no meaningful reduction of the shareholder's interest. This was NOT a good
§302(b)(1).
• If the corporation redeems shares using its own property, the distributing corporation will
recognize it
o Before this section was added, one corporation managed to take a deduction for the
expenses of redemption and the money paid to the shareholder
• If you have a redemption that passes 302(b) (not a dividend) you still get to reduce the
corporations E&P (IRC §312(n)(7))
21
Redemptions through Related Corporations § 304
o Single shareholder owns X corp and Y corp (100 shares in each corporation).
o If he tries to redeem any shares it will be a dividend and he can't use his basis
o This is turned into a redemption of Y shares. This brings 302 into play.
o ALSO, § 304(b)(2) says you use the E&P of BOTH corporations when determining
the tax treatment of the redemption. E&P of the redeeming company 'rst.
22
Stock Dividends and Section 306 Stock
Stock Dividends and Splits
• STOCK DIVIDEND EXAMPLE: Let's say we have 50k total stock. The common stock is 20k
and the earned surplus is 30k. When a stock dividend occurs, they take some money out
of earned surplus and put it into the common stock. So, if they issue another 20k in
common stock, the common stock amount would jump to 40k and the earned surplus
drops to 10k.
• STOCK SPLIT EXAMPLE: Let's say we have 50k total stock. The common stock is 20k and
the earned surplus is 30k. When a stock split occurs, then we cut the stated value in half
and double the shares outstanding. This doesn't change the numbers in the dollar column,
but now, each stock is worth half and there are twice as many.
o Companies do stock splits to lower the market price per share so that smaller
investors don't feel inhibited.
o However, they've done studies, the day after a stock split, the stock value does
actually go up overall.
23
o Example: Let's say A and B each own 100 shares in C corp. A redeems 80 shares.
This is a good 302(b)(2) substantially disproportionate distribution to him. But if
305(c) really means what it says, the IRS could put out regulations saying that this
is a dividend and tax B as well. This is exactly a 305(b)(2) because B's share is
going up and A is receiving money instead.
o IRS SAYS: If the redemption is an isolated transaction, we will not raise 305(c). But
if it's part of a series of transactions, this will look too much like a dividend (say in
the last 2 or 3 years).
24
§ 306 Stock
• § 307(a) says that if a shareholder receives stock in a distribution to which 305(a) applies,
then the basis of such new stock and the old stock shall be determined by allocating
between the old stock and the new stock the basis of the old stock.
• Essentially, if you dispose of §306 stock, that stock is treated as if it was a dividend from
the company. So, essentially, the basis from that stock would shift back into the original
stock.
o If they don't have a right to participate, then it's a 'preferred' stock for §306.
Shareholders turn in shares and they get new shares of di7erent classes
• Taint Remains §306(c)(1)(C): anyone who takes that stock with the same basis as you
maintains this 'taint'. It remains § 306 stock.
• (b) Exceptions: if you are terminating your interest, it will not be treated as a dividend.
• Additionally, § 306(a)(1)(A) - you only have a dividend to the extent that the
corporation had E&P when you got the stock.
• Triggering Events:
Entire amount realized is dividend to extent corporation had E&P when stock
was issued
25
Automatically treated as distribution covered by IRC § 301
Complete Liquidations
Complete Liquidations under § 331
• Distributions in complete liquidation are considered as full payment in exchange for the
stock. §301 does not apply in a complete liquidation.
• If a corporation liquidates, the E&P disappears. At the shareholder level, it’s no di7erent
than if the shareholder sold his stock to a stranger.
• Complete Liquidation De#ned § 346: A distribution is treated as a complete liquidation
if it is one of a series of distributions in redemption of all of the stock of the corporation
pursuant to a plan.
o Use of Basis: Because there’s no way to know how much money will come out
(unknown creditors), the IRS lets the shareholders use all of their basis 'rst.
• Using a Trust to Complete Liquidation: Sometimes, the shareholders set up a trust for
their bene't and the corporation will distribute money to that trust. For tax purposes, a
distribution to the trust is taxed as a gain even though the money hasn’t actually been
distributed.
• What if the SH receives an installment obligation from the corporation in a liquidation?
331 still applies if it’s a liquidation. The taxpayer can use 453 an use the installment
method to report gain if he meets the requirements of 453(h). (h) requires that the
obligation was received by the company within 12 months after the adoption of a
liquidation plan and the plan must be completed within that 12 month period.
Limitations:
He would have his full gain in year one if it was publicly traded.
• What if they just distribute all assets, but then a creditor comes out of the woodwork and A
is required to pay 5k 2 years later. What's the tax treatment of that transaction?
o What if you get property in a distribution with a mortgage on it? Only the
equity of the property goes into the shareholder's gain. If the shareholder was
receiving 8k in cash and 12k property with a 5k mortgage (and he had 10k basis in
his shares), he would be treated as realizing 15k. Therefore, he would have a 5k
26
capital gain. The basis in the property would be the full FMV of the property,
however. It only makes sense.
o The subsidiary recognizes gain here on this sale. Also, the sub can never take a loss
in this situation under 336(d)(3).
27
• Restrictions on carryover of tax attributes under IRC § 382
o NOL carryforwards don't get eliminated, but they get slowed down.
o §382 says that when a company is sold, the NOL carryforwards are slowed way
down - can only be used based on the value of the target company. How much was
the T company really worth? You can use the NOL carryfowards at say 3% a year.
You can use the NOL to o7set the pro'ts from turning that company around. If you
dump a bunch of more assets in there, you can't use the NOL against your other
asset's gains. Only based on an annual percentage of the assets in the company
when you bought the target company.
• § 338: If you do a stock deal, and the purchaser is really unhappy that the basis of the
assets didn't step up, you can make an election under 338 to treat the deal as an asset
deal. For state law, it will still be a stock deal, but it can be treated as an asset deal. There
will be corporate tax, though - why ever do this? You don't. Do not make a 338 election.
o This MIGHT make sense if the target company was an S corporation or a controlled
subsidiary. This is because no corporate tax will be triggered because the liquidation
would be tax free anyway. §336(e)
o You would want to do it in these cases because you would get a stepped up basis for
nothing.
Asset Acquisition
• If T sells all assets to P and then liquidates all of that cash to the shareholders of T, this is
an asset acquisition. When T sells their assets, this is a taxable even and T will recognize
the gain – you then have all the asset gain taxed at the corporate level. P will then get a
stepped up basis in the assets (cost basis). Now, when T liquidates, A will have capital gain
on the money remaining in T. This is the double tax nightmare. The good news is that P will
get a stepped up basis in the assets. But, why pay corporate tax now for basis later? From
a present value standpoint, this is worse.
o One point would be to purchase only the assets without the potential liabilities of
the corporation. Although, sometimes the liabilities come with the assets and even
some states indicate that product liability can come with the purchase.
• Gain is calculated on an asset by asset basis
• Seller's concerns
o If assets are capital gains assets, more of the sale price will want to be for these
assets
• Buyer's concerns
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o Buyer wants to put as much basis as possible for inventory and other ordinary
income type assets (and depreciable assets)
• Allocation of price
o IRC §1060: If you have an agreement as to the allocation, they have to use that on
their tax return. The IRS doesn't have to accept this, but the parties are bound by it
for tax purposes. Default rule (no contract): see below.
• IRC § 1060:
Tangible assets should be allocated 'rst based on their actual FMV values,
intangibles get what's left over
Reorganizations
Reorganizations (Ch 9-12)
• Have one company acquired by the other without anyone paying any taxes.
• Statutory Merger: We've got T, a corporation with valuable assets (400k FMV).
Corporation P wants T's assets. Let's assume that A (shareholder of target company) is
willing to accept stock of P as consideration for the deal. If he's willing to accept this as
consideration, you can have P take over T and it will be taxfree to everybody.
o Most of the consideration that A is getting must be P's stock. If P's a publicly traded
company, this isn't much of a risk.
o This is considered a statutory merger. T goes out of existence and all of the assets
and liabilities of T go to P.
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o If A does get cash in addition, that cash would be boot and it would be taxable. But,
the stock won't be.
o If A gets all cash, it's a taxable deal - not a reorg. The shareholder is shielded by
§354.
o § 358 - The shareholder gets the stock in P with a carryover basis from their old
stock.
o § 382 - anytime a corporation changes ownership - any loss carryovers get slowed
down.
o The E&P does not disappear - it carries over to the surviving corporation.
• (a) General rule: No gain or loss shall be recognized to a corporation if such corporation is
a party to a reorganization and exchanges property, in pursuance of the plan of
reorganization, solely for stock or securities in another corporation a party to the
reorganization.
• (a) General rule (1) In general: No gain or loss shall be recognized if stock or securities in a
corporation a party to a reorganization are, in pursuance of the plan of reorganization,
exchanged solely for stock or securities in such corporation or in another corporation a
party to the reorganization.
In order to be a Reorganization:
o (B) Stock for stock - p exchanges stock in P for T's stock - this is a B-reorg. It must
be SOLELY for voting stock of P. No Boot is allowed.
This is if T's board of directors won't do the merger. P can make an o7er
enough to get 80% of T's stock in exchange for stock in P>
Here, P issues its stock in exchange for all of the assets of T and then T
liquidates and distributes all the P shares to the shareholders of T. The
majority of what the shareholder gets must be voting stock.
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o (D) Corporate divisions (and others)
Allows you to split one corporation into two (main D reorg - a divisive reorg)
Let's say we have a corporation engaged in two businesses and it splits the
businesses into two corporations. You can achieve this split and have it be tax
free to the shareholders. There are three di7erent formats:
o (F) Migration: Mere change in identity, form: changing where your company is 'led
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§ 368(a)(2)(E) Triangular Mergers
• Do this if the end goal is for T to become an entirely new subsidiary of P. P would give
stock to a newly created subsidiary S. S would then merge T into S. (This can be done in
§368(a)(2)(D))
Anti-Avoidance Rules
Economic Substance Doctrine
o They gave the shares in this new sub as a taxable dividend to their shareholders. TO
avoid even further, UPS sent the insurance money to a separate company which
then pays it to your subsidiary corporation. (Run it through a third party).
o IRS audits, drags to court, wins in tax court on the theory that this is a sham.
o So...who knows?
• IRS has authority under §482 to recast all transactions between brother-sister corporations
as arms-length deals.
• § 7701(o)
• If a corporation does not pay dividends, then we start to examine what the corporation has
been doing more carefully. In addition to having to pay it's regular corporate tax, it might
have to pay this penalty tax.
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Personal Holding Company Tax
• If a corporatino is engaged in supplying services to people and the service provider is the
shareholder. This is to stop athletes from forming corporations and supplying themselves
through a corporation.
33
S Corporations
Generally
• "Pass-Through": The income passes through and ends up on tax returns of shareholders -
this is 100% pass through - it doesn't matter if there's a distribution or not - it's taxed
immediately upon recognition by the s-corp of the income.
o Losses also pass through and are not trapped on a corporate tax return
o Make an election
Even LLCs can check the box to be a corporation and then elect to be an S-
Corp
• 1366: says the tax Hows through to the shareholders - everything that happens in the s-
corp shows up on the shareholder's tax returns
• (a) General rule: Except as otherwise provided in this subchapter, an S corporation shall
not be subject to the taxes imposed by this chapter.
o (1) In general: In determining the tax under this chapter of a shareholder for the
shareholder’s taxable year in which the taxable year of the S corporation ends (or
for the 'nal taxable year of a shareholder who dies, or of a trust or estate which
terminates, before the end of the corporation’s taxable year), there shall be taken
into account the shareholder’s pro rata share of the corporation’s—
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Eligibility Requirements § 1361
o (1) In general: For purposes of this title, the term “S corporation” means, with
respect to any taxable year, a small business corporation for which an election
under section 1362 (a) is in e7ect for such year.
o (1) In general: For purposes of this subchapter, the term “small business
corporation” means a domestic corporation which is not an ineligible corporation
and which does not—
o (2) Ineligible corporation de'ned: For purposes of paragraph (1), the term “ineligible
corporation” means any corporation which is—
(A) a 'nancial institution which uses the reserve method of accounting for
bad debts described in section 585,
• Domestic corporation
• Requirements (b)(1):
36
o No shareholders who are not individuals
Except S corporation parent owning 100% of the stock (IRC § 1361(b)(3)): this
is a QSub (quali'ed subsidiary).
37
Election: IRC § 1362
o Can be good for current year if made within 2 and ½ months of start of year
The taxable year of the S-Corp doesn't start until it comes into existence.
o HOWEVER: you need to get consent of everyone since beginning of 2.5 months of
start of year. And each shareholder during that period would have to be eligible
shareholders.
Terminating S Status
o If you revoke within the 'rst 2.5 months, you can revoke to the beginning of this
year.
o You want to sign an agreement to prevent shareholders from screwing this up.
• Inadvertent terminations - IRC § 1362(f): IRS can forgive if you correct the problem and
you must show that it mustn't be on purpose. They have been very generous to grant
these.
38
• Can't go back to Sub S for 've years - IRC § 1362(g) - you're allowed to change once, but
you cannot change back for 've years
S Corporation Operations
• Under 1366 - income and losses "pass thru" - shareholders must put their pro-rata share of
everything that happens in the corporation. It must be on their tax return regardless of a
distribution or not.
o Any elections are made at a corporate level (e.g. 1033) - this is 1366(c)
• When income passes through to the shareholder, their basis on their stock goes up (1367)
- same thing with a deduction (basis in stock would come down). For every pass through
action there is a basis reaction.
• If it was never a C corporation, distributions are treated as return of stock basis, and then
capital gain if it exceeds the basis in the stock (§ 1368(b))
39
Example
• This 15k pro't passes through to shareholder - each shareholder pays taxes on 5k of
income
• Then, if each shareholder takes 5k out as a distribution, this will be tax free for them
S-Corporation Operations
o You can't take losses beyond this basis - they carry over to the future if at a later
time the corporation earns money and the shareholder gets a basis
o This can create problems if the corporation borrows money from third party:
• Corporate debt to third parties does not create usable basis for shareholder ( even if
shareholders guarantee it!)
o Losses that represent the corporation burning through the bank loan won't pass
through to shareholder.
o So, you might not want to put the owners in an s-corp if they are going to be
guaranteeing a loan.
Instead - have the shareholders borrow the money and then lend it to the s-
corp.
C-Corps To S-Corps
• Switching over is not a taxable event. Congress could have treated this as a liquidation
and formation, but they didn't.
40
o Double tax on appreciated property doesn't go away
E.g. Interest/dividends, rents - the corporation has to pay a tax on that and if
it persists, it could terminated S-status under 1362(d)(3)
The idea here is that they were afraid that there would be a bunch of c-corps
that, instead of liquidating to close up shop, they become an S-corp to avoid
liquidation taxes and just continue to invest the E&P in a portfolio of passive
investments.
Example
• Let's say we have a 100% shareholder of a c-corp that owns a property with FMV of 20k
and basis of 11k.
• This property is lobster trapped. What congress doesn't want is for that corporation to
make an s-election and then sell that asset to shareholders tax free.
• The corporation will still pay a tax on this asset on the 9k gain.
• § 1374 taxes the s-corporation on "built-in" gain (BIG) that was present when S election
was made
• "taint" persists with the corporation for 5 years after S election is made (IRC § 1374(d)(7))
• What if you still have accumulated E&P from your c-corp days?
41
o If you take a distribution, you look to previously passed through income and it won't
be taxed again - only if they take out distributions beyond the income passed
through to them.
• Distributions are treated as previously taxed S corp. income 'rst - "AAA" account (1368(e)
(1))
o The Accumulated Adjustments Account - sum total of all the ups and downs of your
share interest
• Example:
o C-Corp with $100 E&P - what if we switch over to S-corp and pay $100 out?
o Is this a dividend?
o You have to ask - did any income pass through to shareholder? He's entitled to take
that much out tax-free 'rst before we use the E&P as a dividend.
• Clean out the old E&P before turning old c-corp into s-holding company!!!
• You can clean it out after it becomes an S-corp as well - you can bypass the AAA account if
you want to.
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C a e Ta a O e
I. Overvie of Enterprise Ta ation
H c a e c e fede a a ed?
T ee ca eg e e C de:
1. S e e ( d d a e)
2. Pa e
3. C a
1. Sole Proprietorships
B e d ec ed b e
Ta ed de 1, Sc ed e C a c e a
B e a f a e ed e a ae e
J e a be ea ed d d a a e e f a e
J e a d d a e ec e d ffe e acc g e d , e c. e a
f
C . Pa e , a eb db f dec
2. Partnerships
Pa - C d a a
Ca c a ed a a b e , b a ed e d d a a e
701 a ed a c e f e f d ec , b a c e e a e .
702 de e g c e a , eac a e a ed acc d g e ee eb e
a a a ba fb e c e . See a 703, 704.
Ke : A ca a e fd b ed a e
Pa e a e e d b e ae f f c e, e e f ac a d b ed. If
a e e a ea g, a e ae a ed.
3. Corporations
11(a) c a c e f a d a ed a a e
11(b) g e i e a ched e, b a ab e c a (e ce e a ge e )ae b ec
a f a a e f 34%
T e de 11
61(a)(7) d de d a d e d b e a . C a a ed ce, a d ea g a ed aga e
d b ed a c e d d a a e de
A. C Corporations
Reg a c ai
. C a e ea i g a e bjec d be a , ce c a e ea i g , a d ce e
e ea g a ed b ed a e de g e c e a e.
M de f d b e a . A e TP a a e fC X, c ade $100 f
ea . A ea cab e a a e a e c a e, 46%; d d a , 70%; LTCG, 40%:
Dividend Distribution a af e a f d b ed a e de
S e a.k.a. d ble a
CIT 46
D de d 54
PIT 37.80 (.7 54)
TP af e a ceed 16.20 (54 37.80)
C b ed effec e a a e ( f a a e a e ce f g a c e) 83.8%
Deductible Distribution X d b e a $100 TP a e a d (ded c b e de
162(a)(3)) f e e ea ed f TP ad a e de , b c ed a a
b e e e e ead f a d de d. M c c e edc , e d be
e f- ced b e a ed a e de a ge a d de edc
D ed d de d d ed a - e b e a e e e a e de
CIT 0
D b a e 100
Beca e f e e a ed ea g de , c a a e ad a bee ed a a ed c
e c e . S a e de e a e f ae f c (1001 ca a ga ), a d e e
g a ab e f f d de d . Le a a f e ad bee e e , e a a e
e a eg e .
C e e ce f a c a e a eg e: a ae . U e eSc a , eCc a
ce e ca e beca e d a a e e de acc d g e
e ec e a e, b aea . T a d ad a age a a e de ( e ge a c
d g a fe a e f c ).
B. S Corporations
If e e c a e e ec a f ad a age RE c e e, e a e ec c aea S
c . A d a ab c a e ea g , b ea g be e ed. S a e de a e
en taxed on their pro rata share of the corporate earnings no matter the income s disposition
(d b ed a e de ). T e c a ac e f e e e ed ( , ga , ded c ,
credit) is retained in the taxpayer s hands.
L a
C d a eg e e e a a a ae a ae ea c e,
e e e ab e g ef a f e ca e .
A. Pa e
B. L ed L ab C a e
Pe a e ce c a (PSC ) ge e a f ded c b e d b a eg e
5. Policies
A. T e d b e a ea g c a a e a aee e f e a e de . Ce a e e
c ae a a . C c a eff c e b a ed 1) aga c aea ed
c ae e e , 2) fa f e ce e deb f a c g f C c , a d 3) fa f RE
a ec a e e e a e a d de d d b .
B. H g e e a a e c ea e ce ef c ae e e
C. Fa ab e ca a ga a e c ea e ce ef g- e e e
D. N ec g ga e a ab e ea ed a e, e c a ge, e e e a
a e e ea ea ab e
6. Common la
A. S a a ac a ac a e e cc ed b e e e ed b e a a e a a g
cc ed. U a e e ed f e eg eg ca e , ca def ed e e c f d a
a a e a a ed b b e e e a ba g a be ef , a d e e
b a ce e a ac beca e ea ab e b f f e
B. S b a ce e f a b i e defi i i f a di ed a ac i i de e i a i e. Wha
e a ac acc e, a e a a e d be, f e c a e e e
C. B e e a db e eb c ea e a a g
D. S e a ac d c e c b a ff a d c a ac de e e a
ea e f e eg a ed e e f e e . I e e a ed e fe e a e aga
a ea ( ec e e b d g ega c e e f c g e e f e a ac ,
he i l l k f al i e de e de ce )
1. Corporate income ta
A. Rates 11(b)(1)
Ta ab e c e Ra e
0 $50K 15%
$50,001 $75K 25%
$75,001 $10M 34%
* $100K 335K add 5%
* $15M+ add e e f 3% $100K
$18,333,333 35% f a a e
E. Incidence of CIT
S b de a e de f d e fec c e e (c d )
eg a ed e
L g f g f b de e f ALL ca a
o Xc c e d de d d b
Y a e
D ffe e a cc af e a ca e a ea d ec f ca a
e a c ea ed beca e f g e f ca a ( e a , e c e, e
eed f f a c g, e ca ba c e, e ee ae )
2. Alternative minimum ta 55, 56(a)(1)(A), (c), (g)(1-3; 4(A-Cii)), (5), (6); 57(a)(5-6)
Fa ae a ed a b ade c e ba e a e a ab e c e a d c ed f e
regular corporate tax. Payable only to the extent that it exceeds corp s regular tax liability.
3. Multiple corporations
O e e e e gc ae f a g a e c a e a
ab . 11(b)(2).
4. S corporation alternative
A d ACE/AMT a e b a gc ae a g e a ae de e e . Ge e a
f :
Problem 19
(a) B , I c. a ab e i c e $900,000
Reg a a ab $
(b)
(c)
(d)
B. Shareholder allocation
C d a ea e , b d ff c de e ea a e a ca e a ea e beca e f
d aae c ca ea e . Ge e a e a e d ffe e c a e f c a e a ed,
c e c e ca i a c e e e hi e f i eg a i . Be i i ci e i e ,
Ca e 2002.
C. General capital ta
T ea 1992 C ehe i e B i e I c e Ta (CBIT) a . Add e ed bia be ee
d b a d RE a eg e . A f :
a. De ded c f a a e ca a e ( e e /d de d ),
b. I e e a d d de d ece ed e c ded f ec d d f a a
c. A e a b e , ega d e fb e f
C. Corporate Classification
1. In general
Fede a c a f ca fb e e e d e ge a e a abe . H e e, ae a
g e a ce f ega e a de e c e a a e fede a c a f ca a e ba ed .
2. Corporations v. partnerships
A. Historical standards
Ab e ce f f c a ac e c e e ga a f c a f ca a a a ca .
W e d g g be ee a c a a d a e , e a f a ec de ed a d
e g ed e a . C a f ca a a a ca cc f ee f e e a gf
ae ee .
B e e a a e e ec af e f c ga a Sc e a a ef a -
g e . See 301.7701-3.c. .
3. Corporations v. trusts
301.7701-4. N d b e a c e. D b a e a ed e ec e ee e f e
trusts distributable net income. If trust income is accumulated, then it is ta ed at 1(e) rates, and
a a ed aga f e acc a ed ea g a ed b ed a e . If e bec e a
ac e ade b e , a ed a a a c a .
T ca e f : 1) C e e e (301.7701-4.a), and 2) Acti e business trusts
(301.7701-4.b). Regs suggest that ultimate test is hether state la trust is a state la business
entit .
O e c de a f .c a : 1) ac e c d c f b e , a d 2) a
a ca fb e a e =c a e a e ed aga . S e d f ae c
c d . See E a e f Bede , 86 T.C. 1207 (1986).
Problem 36
(a) N d b e a e ec e . T a a ead a ed.
(b)
(c)
* E e g e e a ea ed ga , c g e a c e a a g . M c beca e
ga ea ed ec ca e e, b e e c ed a f . See e. . 1031(a) ( fe e
e c a ge ), 351 ( a fe c a ec g ). E e ec g e a a a c a ed ba
e. See e. . 358 (a c a ed ba e f 351).
1. Introduction to 351
351(a), (c), (d)(1)-(2); 358(a), (b)(1); 362(a); 368(c); 1032(a); 1223(1), (2); 1245(b)(3).
N ec g a f a da ce f a ab e c e e ce f a g b e ca a f e
e change doesn t substantiall alter the nature of the transferor s investment. Normal nonrecognition
c c de a a f a f c a a f f e e , e e defe a
acc a ed a e a a ed e e e e a ed f e g b a a
d ffe e f . 351 b ade c b ec g f b a ce c a ge e c age
b e e e . T e e e ce f 351 a ce a e e a a fe a a ff c e
c ea e e a fe ed a c a f ec g
ea e , e e a a fe a e e ed e e a e a fe ed e , e eb
1. N ec g 351, ba f ec g 358.
2. Be a a e f b de f a ac ( a fe a d a fe ee a c e e ce )
Problem 46
Rea ed ga / 1001(a)
Rec g ed ga / 1001(c), 351
Ad ed ba e ece ed 1012
C a ac e f e ece ed 1221
H d g e d 1223
Holding pe iod de c ibe he a a ha d ffe e a e ca a ga f LTCG. If a
a fe ed e a ca a a e de 1221 (a ed a c e e ), e e e d
fo hich he an fe o held ha p ope p io o an fe ma be acked on o he ock ecei ed in
e e c a ge. U a e f e ece ed c , e a d g e d de e e e e e
ea ed ga f a ec g ed ea ed a - e ca a ga , e e b ac e ed LTCG.
(a) D b c a
A Ca c a e= a e a c a ge. 1012 a ba ca c ae c
B W ea e $5K ga ae f c , e ec g ed. C a ac e f e ece ed c a ge
f e ( c d a e bec e eg a c e a a e) c b e efe e a
a ea e de RE c e e
C M eali e p e io l n eali ed $5K lo immedia el , on ecogni e n il ock i old
D $25K eali ed, 0 ecogni ed. Capi al a e nle D i eal o . Won be able o clam a $5K lo
beca e D a a ead a ed $5K de ec a e a fe ed e . L e D ee
d g e d. 1245(a)
E $18K ea ed ga , ec g , $2K ba a fe c . P e bec e ca a
a e de 453B(a), 1223(1) ac g e a e . 453B(a) a da e ed a e ec g f ga
d f a e b ga beca e eE d a e e 351 ec g
a a ce beca e e c ga e a e e c a ge f e e , e ed
a da d d f a d ca .
(b) D b ee c a
F a ca e co p didn con ib e an hing ( he ock co no hing, o he con ib ed ilch
eac a fe ), e ea e f $100K f a a ac . B ba ca e e
c e d g a ac 358(a), a d ac g a e 1223(2).
A c ee ec g
B M ec g e $5K ga e e d
C Ma ec g e $5K ae f a d
D M ec g e $20K ga f e e d.
E-
(c) D b e a . J f ca ? T e a fe c ea ed e ea f $10K, d f e a cce f d b e
d .
E e a c , a be -c ac a ag ee e , fa de e e f e e -
a ac d c e. E f ce e f c e, g , b b e a c.
H c d a e bee c c ed c ea e a g ec g ? W a a
c b ,a d e d a e bee . Had e c b ed a a , b W a dS d
a e bee a fe c g 100% f e a e .
O :
1. Ca c b b a e. W c b e ca ($91K) d ec e
a ,S c b e e ca a a e . U f ae ,S d -c b e
W 2:1 ($182:$91), a d e a e d ea a e b ea d acc d g
a a .
2. P e- c a a a a e. S e af ee e e W
( f ga a e ), a d e c ae a db e . U f ae ,S
be ed a e a ed a f e e ea ed a ec a e e e e
a e ee W ( a f f a ec a ac a a ed beca e S
e af e a e ). O a fe e be ,W ga a FMV ba f
c b beca e f a ca c ae f e a e e e be g a FMV.
3. Ca b . S c b e a e ,W c b e ca . S ece e 182 a e f
stock, $91 cash boot back. Wil c b e e a ea f ca a d c ece ed.
H e e, ee a e a ac a c e a e c aef e g
S f c .
4. Le de a c . Ba a e $91K a S . He a fe e e (e c be ed)
e a e e be ,W c b e $91K. B ge 182 a e ,
e ec e . T e be a ff e a . T e deb a fe d e e e 351
nonrecognition, and the constructive boot is ignored for tax purposes (357(a)) ONLY IF e
a f e a db e e (357(b)).
5. P - c a d b . S a fe a e be . La e , d b e
$91K a e de (S ) a a 301(c)(2) e f ca a ( a d de d beca e e e
a bee f ec e ). W c b e $91K a d ece e 182 a e .
N ec g e 1, a f ee e f ca a e 2, ec g e 3, b
a a e - a ac d c e be .
6. Rede . I a a fe f a e f S ($182K FMV), $91K ca f W ,
a dc d b e 364 a e S a d 182 W . C e edee 182 a e
a d gf S f $91K.
C. Solel fo ock
S c ea a e e e ec a .
Problems 53-5
1. Q a f de 351?
(a) Ye A an ac i n ( eali ed b n ec gni ed). C d e n a a beca e f 1032.
B ge a e ed b ea a a d ec g ,e e g B ece ed a f e
n n ing ck, beca e B ain g n c n l.
(b) Ye e a ac d c e. A a d B a e b a fe ec ,a dc e ed
Ma c 2 af e B a fe .
(c) If c n l i e ed ma ch 5, c n l i de ed. D ha n c n ib ed an hing. B if
e e a (b), a d a cce f a g ed, e e ec g a d a d e
gif i n ela ed. Pa e b h na and b ad in e e a i n f e - a ac d c e,
e e beca e e g f a c ac a b d g ( a ), beca e e g f a deed a g f
a d a a e a ac a e .
(d) N
2. Ta e a a
Va a 61(a)(1), 83(a)
351 N ec g
358 S a e de ba e
362 C a e ba e
1032 C ae ec g e
A. In general
P c : Ta a ga ea ed f a fe ea f b , beca e a fe defea g
e c a ged f e e g d f 351 ec g .
N a B R e: Rec g ed ga = a f b ; ba a fe c 358. Re
f Ca a La R e
C a ba : T a fe ba + a fe ec g ed ga f b . 362.
A e a e:
Pa a a e a ac : bd de e e e f a fe e c a ge f 100% c ( e
e); e e a g ee f - c c de a ( e ).
E a e:
$100 FMV
$ 10 Ba
C b e 80%, ba e c a ged e 8. T a fe c e ba , ec g ed
ga e a g ea ed ga (72 c de 351).
Se 20% e e f $20 FMV b d. Rea ed ga $8 f a fe ,b d be $20 (face
a e f b d). C ba $20, a d c ba a e e d be g 28
( a fe 8 ba g e c de 362)
$10 f b d ece ed a ed a fe ( e $10 ec e ed a g a ba 301(c))
Re Rea ed ga Rec g ed SH Ad ed C AB
ga Ba c e
N a b e 90 20 10 30
351(b) Re f
ca a a
Pa a 351(a) a e 90 18 8 28
1001(c) ea e P aa
e f
ca a
C b 90 10 (LTCG) 0 N/A
351(a)/ Re f
d b 301(c) ca a f
ea e
T ee b ef a e ga a (721(a)), c a a a ae
ea e beca e f e e a b a ce f e a ac .
Other propert not stock that is gi en b a corporation in e change for transferred propert .
351(b) e e a fe ece gb ec g e a ea ed ga e a ac
ee e f e e FMV f a a f g e ece ed. Re e
ec g f ga bef e ba ca be ec e ed, a b ca be ab ed.
W e e e a e a fe ed, eac e ea ed a a e a a e a ac .
E a e:
$200K e $20K ba a fe ed c f $170K c a d $30K ca .
T ee a $180 ea a ,b e ed ec g e a ga ee e f eb
ece ed. S a fe ec g ed $30K ediatel , b t doesn t mess ith the remaining $150
e c d c e ed a e ,c ae e a ed a e . T e ba e
f ec e ed f e $30K f b ( a a e e a g $10K af e e ba
ded c ), a d e e f e FMV defe ed e c age c ae e e .
The transferor s basis is first set off against the stock (non-b e c a ge e ) FMV. If e
basis doesn t e ceed the FMV, then there is no immediate charge. If it does, then e e ce ba
a ca ed e a e f e a fe . 453 e a ed aga e a e
f ec ac . f e e a e a g ba , ff e e face a e f e b ga .
N e: ga f e e e c a ged f a e a SALE, a d be ec g ed
ed a e .
E a e:
Problem 63
A g e $22 FMV e ($15K ba ); ge 15 c ($15K), $2K ca , 100 efe ed ($5K)
B g e $20K FMV e ($7K ba ), $10K FMV a d ($25K ba ); ge 15 c ($15K),
$15K ca
C g e $50K FMV a d ($20K ba ); ge 10 c ($10K), $5K ca , c f $35K/
ea
Ca e ba $ 5K (AB c f f e ec g )
Rec g ed $ 0 ($7K ba $7K b ec g )
C
AB e . $15K (362(a) ca e ba f a fe )
B
T a I e La d
FMV $30K $20K $10K
%T a 66.7% 33.3%
Ca e ba ($ 2K)
Rec g ed $ 0 ($13K ba – ($15K) b ec g )
– OR –
Ca e ba $13K
Rec g ed $13 ($13K ba –0( ec g f ))
A c a ed ba f c :
$ 7K I e
+ $25K La d
+ $10K Rec g ed ga
– $15K Ca b
$27K Ba c
$15K S c a e
$27K Ba
–12K
C
AB . $ 7K (362(a) ca e ba f a fe )
+$10K (Ca a e )
$17K (C ba e e )
AB a d. $25K (362(a) ca e ba f a fe )
+$ 0K (O c ea e ba b b a fe ed e a
ge e a ed e ec g ed ga f a fe – a ead added
e , a)
$25K (C ba a d)
P.S. W e a f c a fe f e ac g e d, e ac g e d a be
a ed a ae a a ( e a e 2/3:1/3 a ).
C
T a fe ed:
La d $50K (FMV; $20 ba )
Rec g ed ga $30K (FMV – ba )
Rece ed:
C $10K
Ca $ 5K
N e $35K (T ea e)
T a b $40K (N e + ca ece ed)
Q a f f 453(a) a e a e ? La ge fb a e e, a d a
ece f e a ae f a fe ed g d a f e f 453(a).
H d e ba ge a ed? A g f c ( ec g e ) FMV, e
e a de ( f a ) b .
AB c $10K (FMV f c e ed b ba )
AB b $10K ($40K a a e , eac a e ea ed a ba ,
eac a e ea ed a ga )
W a ab e a $5 = 3,752, $40K e = $26,250.
C
AB a d. $20K (362(a) ca e ba f a fe )
+$ 3.752K (Rec g e ga e a fe ec g e ga f
a e )
$K (C ba a d)
357 C aea f ab
358 Ba d b e ( a e de ba e)
1031/1031(d) L e-kind e changes: ...s ch ass mption [of ta pa er liabilit ] shall be considered as
e ece ed b e a a e [and s bject to ta immediatel ].
Ca e :
357(a) Whoa, ait! Liabilities aren t boot for p rposes of immediate recognition, so o aren t
a ed f . S , a e f e ce , 358(d) c b ed c g ba .
M c f a ec a f deb , c a c de ed b f e
a fe . B a g a c c f a df a e 351. S 357 a e a
e ce , a d 358(d) comps for that immediate ta able loss b adj sting the transferor s ba d
ee c be ed e . If e d f ba g 357 (a) d e a ega e
ba , e e a fe e ed ec g e a ega e a a a ga a e e f a fe .
357(c).
S d a ega e f ceab e b ga a ca ef e e ee a ca a e ?
Co rt doesn t reall ans er it, b t seems to indicate that the d sa es.
N e: Y d a a be ab e bea IRS a g e b b g e e f ,a d e
edg g f e c . S e e b a ce f ea ab g e a g a a g
basis-up strateg legitimate.
T e ea e b f e e ca e : TIMING. N ge a ba c ea e, b e e ba
c ea e d cc . S ce a deb b ca e , d be a e e d
ec g ???
Problems 80
1. Ac b e : I , $10K FMV ($20K ba ); a d, $40K FMV ($20K ba , $30K gage).
A ece e : 20 a e ($20K a e), c a e gage.
a) $20K AB I e
+ $20K AB La d
$30K L ab a fe ed (f 358(d))
$10K Ba c
Assuming that A isn t a realtor, the holding period of the land transferred will be tacked pro rata
ac a f e c ece ed. T e e d g e d ac g f e ventor , as it isn t a
ca a a e .
C ba be $20K.
C ba be a fe ed ba ,b 1.357-2(b) a ae e ba ac eg a e f
a c b ed a e .
b)
3.
E a :A a f e a ac ,a e a e , e c., e a a g ca e .
L ab e de 357(c)(3)
482 Reallocation
If a e e e a ed b e , e e a be a ea ca e. Se ce a d c e a
ab ea ca e a b de . T e Se ce f e de ce f e ea ca f
a ac c ea d a c e e ce .
Problem 90
a)
b) De g .
c) Ye .
d)
e)
f)
6. Collateral issues
Fink 92 (1987)
N -aa e de f c ca a . N ddF a a e a AB ded c e
e de ed a d ca ce ed a e , b e a a ed c a a a 165(f) d a . T e
ca a e , e c a a ca a a e , b e a c ed g a ae
e c a ge. I a a e de , ec e e ca a ga / e e e e f 1223.
C g e e ed e 1224A. B e ea e f f US a a e e ea ed ?
IRS a , beca e e e e a a e de -c b . Se ce a e
d a e ed e ba e e a g c b e ba f ea f e c
e de ed. US ag eed.
Wa a d: Ha e e c b ae f a e de g , e a e de a e
e ceed f aea dc b e e ec a a d ec c b ca a . N
e c a ge a e , b ec b e bec e a ea c b ca a .
302 d a e e ed def
P be 100
B. Capitali ation
1. Introduction
W a d ffe e ce d e a e f e d c ,b d , e ? Ta ea deb a d e
d ffe e ,a d e e fa ab e a ea e deb . I g deb a d e d b e a ;
e a e f deb a f ee c a a d ca a ga f e ce d ffe e ce, e e c b bac
(e e a deb e a e e a e de ) a be a ed a d de d f e a e de e a
e c . See a e 351 c /b d ffe e ce a ec g .
2. Debt v. equit
P be Ded c f ee , f d de d
I ce e
P c S b a ce . F
Ca e 1: GM S c
GM B d S ae de 0.000001% GM c , eb d ea c f c.
Ca e 2: C e e c
A B C
60 30 10 D ffe e e e f e c ea e e b
30 b d 10 b d 60 b d f fa d b fc ea a gb ae
a d deb .
Xc
Ca e 3: P b d e b d ae de e de c a . W a ce e eef e
b d de ac a e c ed ?
T e IRS ca a a e b a ce e f de e e e e c a e b ga a e deb
e . T e e a ec ca e a a a e , e e d be g e ( e e
e e a f a ed f )a d e e be g deb (f ed ef c e a c a
e e a a f ed a da e). T e e ea ea e e dd e, ef ec
dec de e e a a c a e e fa . S e a a ed a ae e ec a e
created a smell test for either debt or equit . The principal factors of the smell test are:
F f e b ga While labels aren t controlling, a proper label ma ard off a
c a e ge a deb ac a e .
T e deb /e a Ra of compan s liabilities/shareholder s equit . The more thin the
ca a a , e be e a f e Se ce c a f a e a e de e a ae
a e de e g d d a a e ee de ca a ed b e .
Ho e er, the bar of hat is and isn t thin capitali ation has been amorphous in the case la .
I e Gleaned b an objecti e look at criteria such as lender s reasonable e pectation of
epa ment in light of the compan s financial condition, and the corp s abilit to pa the
c a a d ee .
P a I c e edc , deb e d b e a e de e a e a
c a e e eb e Se ce. If c e e a e e aged, b a ce e
d e a e de /deb de e f ce / e deb ?
o Stock o erlap : Assume that stock o nership and debt holdings are proportionall
e a a g e e . T ea a c a e% c ed a d % f e
e . If e e c a f eac e added ge e 50%, e e
H b d e
T e b g ba a e ed e c e a e- - e- e c a f ca b g d c a e
b d c a ac e c a e ca a f e e ded c ea gf e ea e
ba a ce ee . T e Se ce a ade a ce e d ca g a ed e
c b d a a e ea ab g a da e e ab e a c a c ae
c . A a , a g a a ea. B 385(a) a a e ded add a a e e ca a a e
Se ce ea b d a c a b ed a ac a c ,a d a deb ed e .
I a ad g, d e e g a d b d f e e c ce ab deb . e . A
,
e ,a d a c a a ded.
T e 385(c) a ac e a f e ee a e e f
, S . T
; .
Problems 123
1. A, B, a d C f C e . Ac b e : $80K ca ; B c b e : b d g, $80K FMV ($20K
ba ); C c b e : $40K ca , $40K g d . Eac ece e 100 a e C e c .
C e e e $1.8M add a ca a . G d Ba a $900K a e ef
gage e a ed b d g.
L f c a f a d D:E e
a) A e A, B, a d C c b e e e a g $900K e a ef f $300K, 5- ea
e a a ab e a e f e 1%. Pa e 385(b)(1) beca e e e a f ed de e a f deb ,
f ed e. B a 100%, a d e de D:E 1.8M:240K, 7.5:1 (a d 12.9:1 f
AB ). T D:E 900K:240K, 3.75:1 FMV (6.4:1 AB). S
, . ( . .,
be f afe a b a e c e, a e a d b e a e ade e a e d f a , e c.).
B c d ea a e c de g e c eca ade a e e e a e?
c) S ( ), B ( ).
S $300K , C D:E?
U de e c a ac e a ,
ca a ? W a ab e C e da e ded c a ee a e Ba ? C e d
a e d b e e ee ef f a d de d e ae de , d e a e
. S
. W , , D:E . B
If eed ee c c de a a a a e g de 1244 f ec a ac e g f a
b e a e de , CB 131-33.
165 - e
Ea g a d P f (E&P): A e ab e SH ca a c b = RE
Tec ca def 312.
. Sa i h co o a e TI [co o dina me hod of acco n ing; a la eali a ion and
ec g a g e ]
. Ad e f :
- Ta -f ee c e
- N ded c b e c e e e e (162, b be , bb g e e e , f e , e c.) a d
e ( e a ed a e 267(a), e c.)
- T g ad e
De ec a ACRS (312( )(3))
I a e a e (312( )(5); 453)
I e g f d de d a , a e ea g a d f a ec e f e a ab e ea c
ed b a ade. A d de d f c e ea g a d f a ab e, ega d e f
ca def c .
Problem 140
G f f ae $20K
D de d ece ed f IBM 5K
LTCG 2.5K
T a g c e $27.5K
Ded c
Sa a e 10.25K
D de d ece ed (70%) 3.5K
LTCL a e 2.5K ( ed b 1211)
De ec a 2.8K
T a $ 8.45K
Ad e :
Ta e e ee $ 3K
D de d ece ed ded c 3.5K ( a ed c g ea g a d f ;
E ce e de ec a 1.8K c g a ab )
T a $ 8.3K
Dec ea e :
E ce f LTCL a e $ 2.5K
E a ed a e .8K
T a $ 3.3K
T a A&D $ 8.45K
T a $13.45K
2. Distributions of cash
301(a), (b), (c); 312(a); 316(a). Reg 1.301-1(a), (b); 1.316-2(a)-(c).
D b a a e de ece e . E e d b a d de d ee e fc e
E&P. D b abo e P&E ed ce ha eholde ba i . If ba i i f ll ed ced, hen emainde i
c ed a ga f a e e c a ge.
Problem 144
a. ... a d E&P ed ced e acc d g 312(a) ($17.5 ed ced o he e end of Pelican
a a ab e $5K E&P 312(a) ca f ce a ega e E&P)
b. All $10K i a di idend, ega dle of he fac ha he e an acc m la ed di idend. E e
d b c e f f c e E&P. 316.
c. A ca e a ea -e d E&P aa a d b ade d gc e ea (2 d b ,
$2K e ). 316. N a a a acc a ed E&P (316 o ), g e e a g $8K f
ef d b (acc a ed E&P a ed e a d b e c e E&P) a d
ea g $2K be ee e a d b ( afg e eac ). Lea e $1K acc a ed E&P
e a e de , a d c b ed e $2K c e E&P e $3K ef e. T e a de
applied o ed ce he ha eholde AB.
d. $7.5K d de d beca e e c e ff e b ca E&P. A g a c e E&P
dec e ead d g ec e ea , $10K/4 (d b ea ) = $2.5K.
Problem 148
a. C e E&P g e $9K ea a f FMV d b . 311. Ga a ed, c ed ce
E&P. Ne c e e ce $6K (a g 1/3 a ) c ea e c e E&P. SH ece e FMV ba
e ece ed. 301(d). D b bec e d de d e e f E&P (b acc a ed a d
c e ),
b.
c. F , c a e a c e e ce . $9K ga . 311(b). C e e E&P e e a g e e
af e c ga a . S e 2: SH c e e ce . A fd b = FMV erty s associated
ab e . 301(b)(2). $20K - $16K = $4K d b . C c e ea g ( ca e, a ea e
e ea ed $6K) c e , a $4K a d de d. 312 (a), (b). T e e c E&P c ea e f
$2K ($6K e a gf a ga $4K d de d = $2K). SH ba = FMV, ega d e f e
e c b a ce ( e e ed deb e a a ded c ee f e ec e ). Sc S c c
Ra W gg .
d. A e AB a d = $30K. If c d b e a d, e ea ed f $10K (301(b)
a FMV ed ca c a e ). E&P ge a f AB, $25K acc a ed a d $15K
c e E&P $30K, e $10K ed e acc a ed E&P e ea . 312(a)(3). C
d a e d e a da d e d b ed e f .
e. 1016(a)(2) de ec a a a ded c .
Problem 151
312(a)(2). Somewhere in here there s a $5K return of capital. Corp can lower E&P $5K (current
d c ed a e f e deb b ga ), a d e ed ce c a e $100K ( g a E&P a d
a g $5K f ca a a e ). E a e f $5K d de d. P , ec e e a e
ee c e ( ce e e a $100K a d e b g f $5K, e e be e e a $95K
e e acc a ed e e fe f e b ga ).
5. Constructive distributions
Reg 1.301-1( )
H g e , fa a a e , e c. a e c e a d d de d which they aren t able to
ded c . Re a ed, e IRS ee g , e e f e ca e , a d ge e
g. See N c (Ta C 1971) (c c e d de d f e a e fc a e ac
d de d a d dad, g f f e . W a ab ca g c c ec e a
Ja e e a ?). See a 482, Re e e R g (c de g f c ed c , ee e
e e e a e a ag de a e, a g e e a d E&P c ea e a d g e
c c e a ).
W a f X e 15 e c ? Red ce a d g ae 85, b X a a c f a
a e . S d de d ea e , e e g e e d ffe e effec ( f d de d d b ,
e e ce a e a d ROI e e e a e ed, e c.). N a d de d d d a.
Problems 186
P c ? If a e ea c g e , e a ede a dgf f e a ga e c e
e g a da a ea da ece a a c a bee
e ed ded a e e a aff a e g a e ARE c b ed b ee.
A e a e ba e f a d g:
Problems 219
1. Z c , 100 a e . A, 28; B, 25; C, 23; D, 24. D de d de (b)(1)?
(a) Nea (b)(2)(C)( ) 80% e (80% f A g a 28% e e 22.4%; af e
ede 93 a e a d g, c a 22.6%). 0.2% ff, ea
a d ea gf ed c a e ea e OK.
(b) Sa e a (a), b f e a e edee ed a d A&D a e e a ed. O e bef e a
52% ( /a b ). Af e ( /95 a e a d g) 49.4%. Pa e (b)(1).
(c) Sa e a (b), e ce A&B a e e a ed ead. O e bef e a 53% ( /a b ).
Af e ( /95 a e a d g) 50.1%. Fa (b)(2)(B) < 50% e .
(d) Sa e a (c), b A&B a e eac e. A a a a b , ega d e f fa
.
2. W ef g a f f 302(b) e c a ge ea e ?
(a) Y edee 5 efe ed a e f E. N (b)(1) b a a d a ea e
beca e g c edee ed, b eg a e a a ge e c a ge
ea e .
(b) Y edee a f a d g efe ed c . Rede d e affec A. E ge
(b)(3) afe a b f c ee e a f ee . N ac e, bab
a d de d ha c a a e. V e e fac , b de e a e fac ? S
ea g a d da g fac a d g. B g be d e, a a e
e ec c g f e a e de a d a e e affec ed?
1. B ge a ed g g f a f ea g a e e. B d a f f
a e ea e de (b)(1).
2. C a ec c ac , ea gf ee . D de d ea e .
3. D a e a C.
3. I d d a 10 c a $15K ba . W a a e f ba ff e a e a e
edee ed a a ac c a f ed a a d de d?
S d he ba f d d a e a g ha e ca f a d he a d g ba
a a ec g ed a a e ca a e .
W a f a 10 a e e e edee ed a d de d a ac beca e e fa a b
a e a a a ab e?
See Reg 1.302-2 E a e 2. Ba a fe e a ed a . O c .
A. Partial liquidations
302(b)(4), (e)
A redemption q alif ing as a partial liq idation nder 302(b)(4) a e a ed ed b ee
a e de a a 302(a) e c a ge. 302(e) a da e a e f c fe a a f e e a
ede a a a da ec ae e e.
1. E ceptional features
M be c a e a e de . Ye , e ece e 301 a d 243 DRD ea e ; b
1059(e)(1)(A) a e a e a d a d de d a d ed ce e ba c ea g ca a
ga a d e a . HOWEVER, 302(e)(4) a a ede a f f ae
ea e .
2. Definition
. I ge e a a c b e c ac
. Safe a b 302(e)(2), (3)
Note: If corporation simpl distrib tes s bsidiar s stock, then corporate di ision r le in
355(a), (b) a a a -f ee a b a e de a d c ae e e f e e ae
e (a e e e e a a a da afe a b 302(e)(2))
Problem 223
(a) Sa e ea e f M & P f afe a b e ce ;c ge 301, 243 DRD, 1059
e . P aad b , e a c e e d .
(b) R e f e- ea e e e f e afe a b .
(c) 302(e)(1) e f e eeab e e e ca e de c ,a d e ceed f a ce
d b a ed b ed a e de . Q a f e a a e ea e de ge e a
e.
(d) Sa e ea e a a a a da .
(e) I ac , a d de d. Pa a da f -c aed b ee .
O d a f f a e ea e f I fe de e f ef 302 c e a. I
ca e, 302(b)(3) e a f ee a e, ae ea e OK.
(f) W n t q alif nder safe harbor beca se of fi e- ear e istence test. Also doesn t
beca e ad b fb e a e a d a a a da . See Reg 1.346-
1(a).
W a ab ae / b da a ac ? S b ec e g e ed c . W e a ed
settles in the transaction, look at the shareholder s o nership interest in the pare c .
J a e a ea ae f c b ac g a e de a e c a
c ed, 304 ma appl if there hasn t been a change in control sufficient to a ard sale
ea e .
Problems 275
1. I ead g N ede e e , a e e a e ab e a e ef g:
(a) W d d 304 a e aeb e a a e f e AT&T c c Le ?
(b) Gi en that 304 applies, ho do ou test the redemption to determine if the ta pa ers ha e a
d de d?
(c) W ee e a a e ab e a e fa a b ?
(d) H c d e a e a ded f ae e ?
A e ed ge e a e ca e c e ab e.
D. Redemptions to pa death ta es
303(a), (b)(1)-(3), (c). S 6166.
O e-time e emption from ta es for redemption of a decedent s stock. Decedent s redeemable
c c e e 35% f e e e e a e, agg ega a be a ed f e
corps if at least 20% of the corps total outstanding stock is in the estate. For the latter test, stock
ed a a e a be c ded e ca c a .
Problems 289
1. Ta con eq ence on he e edemp ion in ligh of 305?
(a) N a .
(b) B Fa a d J ce a e a ed, beca e B c d de d a ed. F a a ed beca e
p efe ed holde had op ion ( ee a o lang age an ).
(c) N a A d de d; B d de d a ed a a c e de 301. 1-305.3(b)(4).
(d) E a d he p efe ed b cke , and n in o (2). C a ge f a ee . T a e :
add a ee , e e a a a a e e . T a
ha n eall happened he e, ho gh, b he a o pa en he ica b ad e g e c a
a e f eg a d de d c . S fa a f e e a e .
(e) F ank ill ge e e hing, e en ho gh he e a ne p io i . The ne p io i doe n ma e iall
change an one p opo ional in e e , beca e P efe ed A ea f efe e ce E&P
bef e e b d a ed efe ed c .
(f) Debe e de a e c de beca e e debe e a e c e b e, a d fa de e
305(d) def a a e de . Bec e d aed b .
(g) T e c e a e efe ed c de g ed a a e f ee a
e ed de e d f ed a . S d be ad e e a c e e ce beca e e
ha eholde igh don change, and F ank c - -c a fe e 305
c i e ia. Ho e e , ha abo he di ib ion o Fa and Jo ce on p efe ed ock? Well, an
d de d efe ed d a be a ab e, b (b)(4) allo an e cep ion ha on
e f ce a a f he di ib ion of a con e ion a io change i impl o p e e e he in e e
f e efe ed a e de g fa c .
( ) S a da d a d b a a ab e de 301.
( ) P efe ed c e b e c . O aga , ce ba ca a - e c c
d b a e ead a c a ge a a eca e . Ta ab e e
e IRS a e a d a e (b)(5). Te c de g f ce e f
c e . I ca e, beca e f e 20 ea fe a f e c e , e bab a
c e f eb e a ea e cce f ( ded a e ce e a e
c e a ac e). If e e ec e , e e ee be a.
b a ea a Fa a d J ce a e a ab e de (b)(5) a d F a a ab e de (b)(3)(B).
T e a -ba c e e ac a d b e c ,a d e edee ae
f e ae de a d g e 301 a ab e d de d a .
Of course, that leaves the question, What is common stock? T ca , e IRS def e
a a c , e e g , a a c ae b a a e c
c aeg .
RR 76-383 a a c ed af g f ef a ec ,b e e
c ee ec c ( ea g a f ee g )
c c beca e e g ae be a a e de e e dec ed ce
e .
RR 79-163 a a a c ed a e c g a a ed g
dividends or limited rights upon liquidation aren t common stock.
S d: M ec e look back e. Se e ge e a e d a c e e
e e a e ae d a e bee a d de d a e e f e a d b .
So the seller has to look back to the corp s E&P a the time of distribu ca c a e
c d a c e e ea e e c e a e, a d a e ce ea a
ea ed a a ed c ba f e 306 c . E ce be d a a ga f ae
f c . T e d a c e ca be c a ed a a 243 DRD, and the issuing corp can t
ed ce E&P e 306 c d.
Problems 309
1. I Y1, A g a C d b ed c e b e, g efe ed c $1K
Ja a d Ve a, e a ed 50/50 c a e de . C ba f $2K
d b a d $3K ed a e af e . A e fd b ,A g a ad $2K E&P. I
Y3, A g a ad $3K E&P.
(a) Y1 a c e e ce ? Ta -f ee de 305(a) d b ,b a ab e ba ?
307(a) f a c a ed ba d de d a a f a -f ee d de d , a e e ba f
e g a c a dd b e a g e c b ed d a d e c a .
I ca e, efe ed + c $1K + $3K = $4K FMV. T e a e c
ea dd b e a acc d g e c e FMV ($4K). Beca e $3K
f $4K, $1.5K ba f e $2K c e a ca ed c ; e
e a g $.5K ( f $4K) a b ab e efe ed.
(b) 306(a)(1)(A) a a Ve a a $1K d a 301 income, limi ed onl b he ra able
hare e cep ion and in oking he (a)(1)(A)( ) -bac e c ec Y1 f ad bee
ca ead f e c d b ed. Limi doe n come in o pla here beca e ca h
d b Y1 d a e bee $1K.
(c) I ca e, e $1K- d- a e-bee -d de d a a ca d a c e a a (b),
a. Add a , e -bac e a a e e $750 e ce e e d-
a e-bee d b . (a)(1)(B) a add e a ab e a e ($1K) e
a c a ed ba ($500 f (a), a) ea e $250 a ge ca a ga ea e . T a
ea e $500 f a -f ee e f ba . If Ve a ad d f e e a ab e a e
, e e e ce ba d a e bee a b ed e e a g ae .
(d) All ran ac ion are OK. No ain if di idend a n po ible in he fir place (c)(2).
(e) A d (d a) f c a n a rede a ab e. (a), (a)(1).
H e e , ce e e ec g ed ga , (b)(3) a a a Ja (a)
doe n appl . B a a fe f 306 c , e a 306 a ed e C a de
e e (c)(1)(C). T e a e bec e d a c e ee e f e -
bac . T e ba ca e e f Ja . B C a de c ee e a g
ee Ag a ,a d e e ga d ae g a dc d a b , 306(b)(1)
a C a de a d 306 a d e ece e LTCG ea e .
2. Za c C , 100 c (a ed b Sa S f ), e a e g E&P.
(a)
(b)
F. Complete Liquidations
1. Complete liquidations under 331
A. Consequences to the shareholders
331, 334(a), 346(a) 453( )(1)(A)-(B); Reg 1.331-1(a), (b), (e).
N a ea ed a f a e de ad d e c ec a e c a ge f e
co a e . 331(a). T ca , e da g c ec g e ga a f ad d e
d b ed a e e a e de a FMV. Eac a e de ec g e ga e
d ffe e ce be ee e ad ed ba e c a d ea . Eac a e de a e a
FMV e - ba e a e ece ed.
C ae fa e a a e e d e e a e ea a ae de
ec e ba bef e e g ga .
C a e:
A) C ae fa e a dc da ;
B) I - d da a d ae de a e f a e .
B2 - A e a e
$$ e c a ge
S ae de
T d
Pa
B1 - d B e
da
A2 ca
da
A1 - A e a e
$$ e c a ge
C
A) S e 1 c a e f a e a ed de 1001 a c e e ga / ec g ; S e 2 SH
ec g de 331. D b e a effec , g e .
Seg e e ec : C g e e ed ed d ce a c a e e d e /d ffe e a
eg e be b f g g ec ae a ef e a e. I 1986, C g e e ed
e e a d e ac ed 336 e gc a e- e e ec g .
Problem 315
A, 100 a e H d , $10K ba . H d a $12K acc a ed E&P. H d
da e ; a c e e ce A?
(a) H d d b e $20K A e c a ge f c ?
(b) W a f (a) ab e a a $10K d b Y1 a d a e $10K Y2? A be
f a a fc ee da ?
(c)
(d)
(e)
336(d)(2) a a da ce b lo ffing :
Pe e e d b g f e-c b b - e. O a e fd b gc
ac ed e a 351 a ac ac b ca a a a f a
c e e ec g e e da . L e ae ed a f
acc ed -c ac . P e-c b e a e ded c ed aga e ba , b
ca fa be e . Add a , e a be ec g ed a e b a ed
b ec ea f e ad fa da a T ea a a.
L a e ab e d ag a ed a ac . W a f ee a d , e e a e de
e e c d ec e d a b e (S e 1), a d e eb e - d da e
(S e 2)? T gge 1001 ga / a a e de e e ; - d a e e c a ge e 336
a e e e ga / . A f ef ee a e a e ac .
W a ab af ? S e 1, c a e f a e ; S e 2, da . 1001
a e g/ , e ae ceed S e 2, b ee e e b. A acc a ed,
Fifth option: 1. SH sale of stock to 3PB; 2. 3PB doesn t liq idate. 1001 c g/ ; a d
336 c e e a e ga .
Se e : 1. SH a e f c ; 2. 3PB e ec 338. T e K be -D a d ca e
e a ac , b a ce a d ec a e ac . E ec g 338 c de e c
a e a a e ac . W d a e e ec ee c c a ce : f a e
a e e dec ed a e; f a e a e a ec a ed, b f a ge c a e ea g
ca e ;a d
Eg : 1. SH a e f c , SH c g a e c ; 2. 338(a) AND
338( )(10) e ec . Pa e da e b - d, a e e c 3PB. O g
338 a ac c e e a a e ga .
L f a cab f 338 e a .
Problem 328
2. Liquidation of a subsidiar
A. Consequences to the shareholders
332, 334(b)(1), 1223(1); Reg 1.332-1,-2,-5.
Pa e c 3PB
332 331
334(b) ca e ba 336, 336(d)(3) ec g. a a dec ed a e
381(a)(1) E&P ca e
S b da
337
A. Ta ab e Ac
B. O e e f Ac e Re ga a
A. Pe a Ta e
1. Sole Proprietorships
Business directly owned by proprietor
Taxed under §1, Schedule C – normal income tax
Business tax information reported with personal statements
Joint owners may be treated individually as sole proprietors for tax purposes
o Joint owners may individually elect to use different accounting methods, etc. on their tax
forms
o Cf. Partners, who are bound by joint firm decisions
2. Partnerships
Pass-through or Conduit taxation
Calculated as a business, but taxed to the individual partners
701 – not taxed as income of the firm directly, but as income to the partners.
702 – in determining income tax, each partner is taxed according to their interest in the business
on a pro rata basis of business income or loss. See also 703, 704.
Key: Allocation to partners of distributed share
Partners have to report distributive share of profit income, even if not actually distributed. If
partnership retains earnings, partners are still taxed.
3. Corporations
11(a) – corporation computes its profit or loss and is taxed as an entity
11(b) –“progressive” tax schedule, but most taxable corporations (except the largest ones) are subject
to a flat rate of 34%
The flip side of §11
61(a)(7) – dividends and the double tax. Corporation is taxed once, and earnings taxed again when
distributed as income to individual shareholders
A. C Corporations
“Regular corporations”
i. Corporate earnings are subject to “double tax,” once on corporate earnings, and once more
when earnings are distributed to shareholders through their income taxes.
Models of double tax. Assume TP owns all shares of Corp X, which made $100 in profit this
year. Assume applicable tax rates are corporate, 46%; individual, 70%; LTCG, 40%:
o Dividend Distribution – all after tax profits distributed to shareholder
Simplest form – a.k.a. “double tax”
CIT 46
Dividend 54
PIT 37.80 (.7 x 54)
TP’s after tax proceeds 16.20 (54 – 37.80)
Combined effective tax rate (sum of total taxes as percent of original income) – 83.8%
o Deductible Distribution – X distributes all $100 to TP as rent paid (deductible under
162(a)(3)) for premises leased from TP – still paid out to shareholder, but colored as a
business expense instead of a dividend. Most common in closely held corps, tends to be
self-policed by unrelated shareholders in large and widely held corps
Disguised dividend – modified pass-through when business pays expenses to shareholder
CIT 0
Distribution as rent 100
Because of the retained earnings model, corporations have traditionally been used as tax reduction
vehicles. Shareholder nets value form sales of stock (1001 capital gain), and not in the more
highly taxable form of dividends. Less tax than if she had been sole proprietor, less tax than the
other two strategies.
Consequences of a corporate tax regime: tax rates. Unlike the S corporation, the C corp may
screw up vertical equity because it disproportionally taxes equity holders not according to their
respective stake, but unilaterally. This may disadvantage small stakeholders (like geriatrics
holding a few shares of stock).
B. S Corporations
If there is no corporate expectation of advantageous RE scheme, then may elect to incorporate as S
corp. Avoids tax liability on corporate earnings, but earnings must be reported. Shareholders are
then taxed on their pro rata share of the corporate earnings no matter the income’s disposition
(distributed to shareholders or not). The character of the monies reported (loss, gain, deduction,
credit) is retained in the taxpayer’s hands.
Limitations
Conduit tax regime ensures that you pay a rate that is proportionate to your overall income,
unlike the note above showing the frustration of vertical equity.
A. Partnerships
5. Policies
A. The double tax – treating corporations as separate entities form their shareholders. Central theme
in corporate taxation. Critics say it is inefficiently biased 1) against corporate as opposed to
noncorporate investment, 2) in favor of excessive debt financing for C corps, and 3) in favor of RE
at the corporate level rather than dividend distribution.
B. Higher personal rates create incentive for corporate investment
C. Favorable capital gains rates create incentive for long-term investment
D. Nonrecognition – gains or losses not taxable until realized in sale, exchange, or other event that
makes them easily measurable
6. Common law
A. Sham transaction – transaction that never occurred but is represented by the taxpayer as having
occurred. Usually reserved for more egregious cases, typically defined where court finds that
taxpayer was motivated by no business purpose other than obtaining tax benefits, and there is no
substance to the transaction because no reasonable possibility of profit exists
B. Substance over form – a business’ definition of a disputed transaction is not determinative. What
the transaction accomplishes, rather than what it portends to be, if the common law key to review
C. Business purpose – no valid business purpose but to create tax savings
D. Step transaction doctrine – combination of formally distinct transactions to determine tax
treatment of the integrated series of events. Interrelatedness of events to allow this test is a gray
area (some courts require binding legal commitments enforcing the whole of the transactions,
others simply look for “mutual interdependence”)
E. Incidence of CIT
Short run – burdens shareholders if industry is perfectly competitive (commodity) or
unregulated monopolies
Long run – shifting of burden to owners of ALL capital
o X corp current dividend distribution
Y partnership
Differential will occur until after tax implications equalize and the cost of capital is
resultantly increased because of higher supply of capital (less tax, more in pocket, less
need for financing, more cash in bank stockpiles, lower interest rates)
2. Alternative minimum tax 55, 56(a)(1)(A), (c), (g)(1-3; 4(A-Cii)), (5), (6); 57(a)(5-6)
Flat rate tax imposed on a broader income base than the taxable income yardstick used for the
regular corporate tax. Payable only to the extent that it exceeds corp’s regular tax liability.
3. Multiple corporations
Ownership tests prevent splitting corporate profits among smaller corporations to minimize tax
liability. 11(b)(2).
4. S corporation alternative
Avoids ACE/AMT maze by passing corporate tax through to personal shareholder level. General
forms:
Problem 19
(a) Boots, Inc.’s taxable income $900,000
Regular tax liability $
(b)
(c)
(d)
B. Shareholder allocation
Conduit tax treatment, but difficult to determine appropriate allocative tax treatment because of
disparate stock class treatment. General view is that unless different classes of stock are outlawed,
current complex capital structures prevent this type of integration. “Best in principle” winner,
Cannes 2002.
C. Corporate Classification
1. In general
Federal classification of business entities does not hinge on state law labels. However, state law
governance of legal relationships provides the criteria that the federal classifications are based on.
2. Corporations v. partnerships
A. Historical standards
Absence of first two characteristics will prevent organization from classification as an association.
When distinguishing between associations and partnerships, the last four are considered and
weighted equally. Classification as an association will only occur if three of the remaining four
are present.
Businesses may make this election after functioning as an S corp in the startup phase for loss pass-
through purposes. See 301.7701-3.c.iii – iv.
3. Corporations v. trusts
301.7701-4. No double tax on trust income. Distributions are taxed to the recipient to the extent of the
trusts “distributable net income.” If trust income is accumulated, then it is taxed at §1(e) rates, and
normally not taxed again if the accumulated earnings are distributed later. If the trust becomes an
active trade or business, it is taxed as a normal corporation.
Two classes of trusts: 1) Conserve property (301.7701-4.a), and 2) “Active business” trusts
(301.7701-4.b). Regs suggest that ultimate test is whether state law trust is a state law “business
entity”.
Other considerations for trusts v. corporations: 1) active conduct of business, and 2) voluntary
association of business partners = corporate tax levied against trust. Spendthrift trusts are stuck in
this conundrum. See Estate of Bedell, 86 T.C. 1207 (1986).
Problem 36
(a) No double tax on the recipients. Trust was already taxed.
(b)
(c)
* – Even though there is a realized gain, congress may choose to pass on taxing it. Most commonly because
gain is realized in technical sense, but investment continued in similar form. See e.g. 1031(a) (lifetime
exchanges), 351 (transfer to corporation nonrecognition). Every nonrecognition rule has an associated basis
rule. See e.g. 358 (associated basis rule for 351).
In corporations, 351 nonrecognition may occur if a transferor exchanges capital assets (as defined in 1221,
minus enumerated exceptions) for stock that is in essence merely a change in form of the initial investment in
the transferred property. The catch is when the transferor’s basis in the property is different than its FMV, and
is contingent on what the disposition of that property is after the transfer (i.e. transferor immediately sells the
received stock and must realize and recognize the FMV gain before he/she can recover their basis).
A. Corporate Organization
1. Introduction to 351
351(a), (c), (d)(1)-(2); 358(a), (b)(1); 362(a); 368(c); 1032(a); 1223(1), (2); 1245(b)(3).
Nonrecognition allows for avoidance of taxable consequences for raising business capital if the
exchange doesn’t substantially alter the nature of the transferor’s investment. Normal nonrecognition
policy consideration is that if swap is for such a similar form of investment, then the deferral in
accumulated value is warranted until this new investment is terminated for something substantially
different in form. 351 broadens this policy by nonrecognition of substance changes to encourage
business investment. The essence of 351 is to ascertain whether a transferor has a sufficiently
continuous relationship with the property transferred to a corporation to justify nonrecognition
treatment, or whether that transfer has severed the relationship with the transferred property, thereby
Property transferred retains its transferor’s basis while now in the control of the corp. Any gain or loss
on that property will be realized from the transferred basis. Same deal with transferees. If a transferee
exchanges property with a basis of $10 and FMV $100 for $100 in stock, then upon sale of the stock
(at $100) transferee must recognize $90 gain (as in $100 gain – $10 original basis).
Problem 46
Realized gain/loss 1001(a)
Recognized gain/loss 1001(c), 351
Adjusted basis in property received 1012
Character of property received 1221
Holding period 1223
“Holding period” describes the tax status that differentiates capital gains from LTCG. If a
transferred item is a capital asset under 1221 (as opposed to normal income property), then the period
for which the transferor held that property prior to transfer may be “tacked on” to the stock received in
the exchange. Upon sale of the received stock, the total holding period will determine whether the
realized gain finally recognized is treated as short-term capital gains, or the lower bracketed LTCG.
Even an implicit, albeit non-contractual agreement, will fall under the purview of the step-
transaction doctrine. Enforcement of this principle, though, is obviously problematic.
How could this have been constructed to still create a right to nonrecognition? Wilson was not a
contributor, and he should have been. Had he contributed at all, both Wilson and Shook would
have been transferors controlling 100% of the assets.
Options:
1. Cash contributions from both parties. Wilson contributes cash ($91K) directly to the
sawmill, Shook contributes the capital assets. Unfortunately, Shook would out-contribute
Wilson 2:1 ($182:$91), and the shares would more appropriately break down according to
that ratio.
2. Pre-incorporation partial sale. Shook sells half interest in his sole proprietorship to Wilson
(thus forming a partnership), and then incorporate it and buy the mill. Unfortunately, Shook
will be immediately taxed on all of the previously unrealized appreciation when he sells the
partnership interest to Wilson (only half of appreciation actually taxed because Shook only
sells half the partnership). On transfer to the lumber mill, Wilson will gain a FMV basis for
his contribution because of his initial cash purchase of the partnership interest being at FMV.
3. Cash boot. Shook contributes assets, Wilson contributes cash. Shook receives 182 shares of
stock, $91 cash “boot” back. Wilson contributes the same amount of cash and stock received.
However, this merely masks the transaction as contemporaneous corporate funneling to
Shook for control.
4. Lender financing. Bank makes $91K loan to Shook. He transfers the sole (encumbered)
proprietor assets to the lumber mill, Wilson contributes $91K. Both get 182 shares,
respectively. The lumber mill pays off the loan. The debt transfer does not prevent 351
nonrecognition, and the “constructive boot” is ignored for tax purposes (357(a)) ONLY IF the
loan is for some valid business purpose (357(b)).
5. Post-incorporation distribution. Shook transfers assets to lumber mill. Later, mill distributes
$91K to shareholders (Shook) as a 301(c)(2) return of capital (not a dividend because there
has been no profit in the corp yet). Wilson contributes $91K and receives 182 shares.
Nonrecognition on step 1, tax free return of capital on step 2, nonrecognition in step 3, but
still may run into a step-transaction doctrine problem.
6. Redemption. Initial transfer of assets from Shook ($182K FMV), $91K cash from Wilson,
and corp distributes 364 shares to Shook and 182 to Wilson. Corp then redeems 182 shares
outstanding from Shook for $91K.
Problems 53-5
1. Qualify under 351?
(a) Yes to A’s transaction (realized but not recognized). Corp doesn’t pay tax because of 1032.
B gets hammered with both realization and recognition, even though B received all of the
nonvoting stock, because B ain’t got no control.
(b) Yes – step transaction doctrine. A and B are both transferors to the corp, and control is tested
on March 2 after B transfers.
(c) If control is tested post march 5, control is destroyed. D hasn’t contributed anything. But if
the test is as in (b), and that is successfully argued, then the nonrecognition still stands and the
“gift” is unrelated. Passes both narrow and broad interpretations of step-transaction doctrine,
either because the gift was not contractually binding (narrow), or because the gift was indeed a gift
and not a sale transaction in tax terms.
(d) No
2. Tax evaluations
Valuation in 61(a)(1), 83(a)
(a) No protection in 351, because Manager is offering service instead of property in exchange for
stock.
(b) Yes, 351 qualification if Manager is paying for her stock. As for the second part, “Is it
property?” A promissory note, if property, satisfies the control test. The total economic effect is
almost exactly the same as the situation in (a), but in this case instead of receiving stock as a
compensation package, Manager is essentially “discounting” her salary against a purchase
payment system for the stock she would have received in the (a) scenario.
(c) No, because of the de minimis value of the property in comparison to the stock received, in
what looks like a mask for service compensation. 1.351-1(a)(1)(ii). Recognize the de minimis
payment as purchase of equivalent stock, then tax Manager on the remaining $149K as income.
Ouch.
(d) Manager kicks in more than 10% of the value of stocks essentially allocated as “service
compensation,” so the transaction is not de minimis.
(e) Restricted in-kind compensation. Amount of compensation is based on time when in-kind
compensation becomes transferable or not subject to substantial risk of forfeiture. 83(a). Barring
Manager’s leaving, the valuation and taxation would mature when the restrictions on her shares
are lifted. Then there’s the 83(b) election to avoid the tax deferral and pay up front (possibly
insurance against massive taxation later if stock value skyrockets). Pays without regard to risk of
loss. Taxed as ordinary income up front. If sold, treated as market appreciation (LTCG).
What about (e) under 1.83-1(a)? “Until you pay tax, stock isn’t owned by service provider.”
Control issue? If Manager 83(a) pays up front, no issue. Otherwise, for tax purposes no one
would be the owner until someone paid taxes on them. but there should really be no issue at all,
since there is no control dispute at all. The stock, if Manager 83(b) elects out, is basically
unissued treasury stock, so effectively 100% of the corp is controlled by the remaining two parties
to the incorporation.
351 – Nonrecognition
358 – Shareholder basis rule
362 – Corporate basis rule
1032 – Corporate nonrecognition rule
A. In general
Policy: Tax all gain realized from transfer up to the amount of boot, because transferor is defeating
the “changed form investment” grounds for 351 nonrecognition.
Normal Boot Rule: Recognized gain = amount of boot; basis in transferor’s stock in 358. “Return
of Capital Last Rule”
Corporation basis: Transferor’s basis + transferor’s recognized gain from boot. 362.
Alternatives:
Partial sale approach: subdivide interest in property for transfer in exchange for 100% stock (step
one); sell remaining interest for non-stock consideration (step two).
Example:
$100 FMV
$ 10 Basis
Contribute 80%, so basis in exchanged property is 8. Transfer covers basis, so no recognized
gain on remaining realized gain (72 to corp under 351).
Sell 20% interest for $20 FMV bond. Realized gain $8 for transferor, but should be $20 (face
value of bond). Corp’s basis is $20, and corp’s basis in total property ends up being 28
(transferor’s 8 basis goes to corp under 362)
$10 of bond received is taxed to transferor (other $10 recovered as original basis – 301(c))
There is no boot rule for partnership organization (721(a)), so courts apply partial sale
treatment because of the literal substance of the transaction.
“Other property” not stock that is given by a corporation in exchange for transferred property.
351(b) requires transferor receiving boot to recognize any realized gain on the transaction to
the extent of the money or FMV of any nonqualifying property received. Requires
recognition of gain before basis can be recovered, so that boot cannot be abused.
When multiple items are transferred, each one is treated as a separate transaction.
Example:
$200K property with $20K basis transferred to corp for $170K stock and $30K cash.
There is still a $180 realization, but only required to recognize that gain to the extent of the boot
received. So transferor recognized $30K immediately, but doesn’t mess with the remaining $150
until the stock is sold or converted into another, corporately unrelated asset. The basis is then
fully recovered from the $30K of boot (with a tax on the remaining $10K after the basis
deduction), and the rest of the FMV is deferred to encourage corporate investment.
The transferor’s basis is first set off against the stock (non-boot exchange item) up to FMV. If the
basis doesn’t exceed the FMV, then there is no immediate charge. If it does, then the excess basis
is allocated to the installment portion of the transfer. 453 is then applied against the installment
portion of the contract. if there is any remaining basis, it offsets the face value of the obligation.
Note: gain from inventory property exchanged for a note is a SALE, and must be recognized
immediately.
Example:
Problem 63
A gives $22k FMV inventory ($15K basis); gets 15 common ($15K), $2K cash, 100 preferred ($5K)
B gives $20K FMV inventory ($7K basis), $10K FMV land ($25K basis); gets 15 common ($15K),
$15K cash
C gives $50K FMV land ($20K basis); gets 10 common ($10K), $5K cash, corp not for $35K/two
years
Tax consequences (gain or loss realized and recognized, basis and holding period)?
A
Total Equipment
FMV $22K $22K
Corp
AB equip. $15K (362(a) carryover basis from transferor)
B
Total Inventory Land
FMV $30K $20K $10K
% Total 66.7% 33.3%
Corp
AB inv. $ 7K (362(a) carryover basis from transferor)
+$10K (Cash payment)
$17K (Corp basis in inventory property)
P.S. While only a portion of this stock qualifies for the tacking period, the tacking period may be
applied to all shares pro rata (the same 2/3:1/3 ratio).
C
Transferred:
Land $50K (FMV; $20 basis)
Recognized gain $30K (FMV – basis)
Received:
Common $10K
Cash $ 5K
Note $35K (Two year note)
Total boot $40K (Note + cash received)
Qualify for 453(a) installment payment option? Large portion of boot is installment note, and any
receipt of promise to pay later for transferred goods qualifies for 453(a).
How does basis get applied? Assign it first to stock (nonrecognition property) up to FMV, then
remainder (if any) to boot.
AB stock $10K (FMV fully covered by basis)
AB boot $10K ($40K total payments, so ¼ each payment treated as basis, ¾
each payment treated as gain)
Works out to taxable amount on $5k = 3,752, on $40K note = $26,250.
Corp
AB land. $20K (362(a) carryover basis from transferor)
+$ 3.752K (Recognize gain only when transferor recognizes gain from
payments)
$K (Corp basis in land)
1031/1031(d) – Like-kind exchanges: “...such assumption [of taxpayer liability] shall be considered as
money received by the taxpayer [and subject to tax immediately].”
Carve out:
357(a) – Whoa, wait! Liabilities aren’t boot for purposes of immediate recognition, so you aren’t
taxed up front. So, to make up for this exception, 358(d) comps by reducing basis.
Most corp formations involve corp assumption of debt, which is normally considered boot for the
transferor. But applying that strictly to corp formations would frustrate 351. So 357 makes an
exception, and 358(d) comps for that immediate taxable loss by adjusting the transferor’s basis down
in the encumbered property. If the diminution of basis through 357 (a) would result in a negative
basis, then the transferor is required to recognize that negative amount as a gain at the time of transfer.
357(c).
Should that legally enforceable obligation to pay cash in the future represent a cash payment now?
Court doesn’t really answer it, but seems to indicate that they’d say “yes.”
Note: You should always be able to beat this IRS argument by borrowing the money first, and then
pledging it in full to the corp. Some semblance of real liability goes a looong way to making this
“basis-up” strategy legitimate.
The real issue in both of these cases: TIMING. Not if you get a basis increase, but when the basis
increase should occur. Since this is a debt in both cases, should it be installment method
recognition???
Problems 80
1. A contributes: Inv, $10K FMV ($20K basis); land, $40K FMV ($20K basis, $30K mortgage).
A receives: 20 shares ($20K value), corp assumes mortgage.
a) $20K AB Inventory
+ $20K AB Land
– $30K Liability transferred (from 358(d))
$10K Basis in stock
Assuming that A isn’t a realtor, the holding period of the land transferred will be tacked pro rata
across all of the stock received. There is no holding period tacking for the inventory, as it isn’t a
capital asset.
b-d) Liabilities will be in excess of basis, so there will be a $5K recognized gain (357(c)). Will
end up with $0 basis:
$25K AB basis both inv and land
+ $ 5K Recognized gain
– $30K Liability
$ 0 Basis
Corp basis will be transferred basis, but 1.357-2(b) says prorate the basis across the gross value of
all contributed assets.
Wiedenbeck thinks that the allocation should be recognized according to the appreciation in
value of the respective items, not according to gross FMV as proscribed in 1.357-2(b).
2. B contributes: Building, $400K FMV ($100K basis), with first mortgage of $80K (valid business) and
second mortgage of $10K (personal, eve of transfer).
B receives: $310K stock, assumption of liabilities.
a) B gets hammered by 357(b), because a tax avoidance purpose combines total liability
assumed (avoidance AND valid business purpose), and treats the final number as cash boot.
b)
Policy: Don’t fuck around with 35’s graciousness. We’ll wallop you with recognition
immediately.
3.
Exam tip: Always look for step transactions, alternative solutions, etc., when analyzing cases.
482 Reallocation
If you have multiple related business, there may be a reallocation issue. Service has discretionary
ability to reallocate tax burden. The Service will look for evidence of improper reallocation of
amounts to mismatch income and split tax consequences.
Problem 90
a)
b) Design.
c) Yes.
d)
e)
f)
6. Collateral issues
Fink 92 (1987)
Non pro-rata surrender of stock to capital. Not only did Fink want to take an AB deduction on the
surrendered and cancelled shares, but they also wanted to claim it as a 165(f) ordinary loss. They
claim that yes, the stock was a capital asset, but the loss was not incurred through a sale or
exchange. It was a surrender, so it eschews the capital gains/losses requirements of 1223.
Congress remedies this with 1224A. But the real issue in front of US was was there realized loss?
IRS says no, because they were still majority shareholders post-contribution. Service says they
should have upped their basis in the remaining stock by the basis of the amount of the stock
surrendered. US agreed.
Ways around: Have the corp buy shares from shareholders outright, then shareholders take
the proceeds form sale and contribute those to the corp as a direct contribution to capital. No
net change in assets, but the contribution then becomes a real contribution to capital.
C. Organizational expenses
Problem 100
B. Capitalization
1. Introduction
What difference does it make if investors hold stock, bonds, or notes? Tax treats debt and equity
differently, and the more favorable tax treatment is with debt. Issuing debt avoids the double tax;
repayment of debt is tax free on principal and capital gains for excess difference, where stock buybacks
(essentially debt repayment to the shareholder) may be taxed as dividends if the shareholder retains
some stock. See also the 351 stock/boot differences in tax recognition.
2. Debt v. equity
Problem – Deductions for interest, not for dividends
Incentives –
Policy – Substance v. Form
Case 1: GM Stock
GM Bonds Shareholder owns 0.000001% GM common, some bonds – so no real conflict.
Case 3: Priority bonds over subordinate outside lender claims. What incentive is there for the
bondholders to act as proper creditors?
The IRS can analyze substance over form to determine whether corporate obligations are debt or
equity. There is a spectrum in case law that may help, with one end being equity (risk investment with
the potential of shared profits) and the other being debt (fixed promise from corp to repay principal
with interest at a fixed maturity date). Then there are all the spots in the middle, left to the courts to
decide where a particular investment falls. Some say that the disparate results in the courts have
created a “smell test” for either debt or equity. The principal factors of the smell test are:
Form of the obligation – While labels aren’t controlling, a proper label may ward off a
challenge that debt is actually equity.
The debt/equity ratio – Ratio of company’s liabilities/shareholder’s equity. The more thin the
capitalization, the better ammo for the Service to classify an item as equity under the rationale
that no lender in their right mind would loan out to a severely undercapitalized business.
However, the bar of what is and isn’t thin capitalization has been amorphous in the case law.
Intent – Gleaned by an objective look at criteria such as lender’s reasonable expectation of
repayment in light of the company’s financial condition, and the corp’s ability to pay the
principal and interest.
Proportionality – In closely held corps, debt held by the shareholder in the same proportion as
stock raises eyebrows with the Service. If close to equally leveraged, by what incentive
would the shareholder/debt holder enforce his/her own debt?
o “Stock overlap”: Assume that stock ownership and debt holdings are proportionally
equal among investers. Treasury says compare % stock owned and % of instrument in
question. If the lowest comparison from each investor added together tops 50%, then the
Hybrid instruments
The big banks have tried to eschew a one-or-the-other classification by issuing products with massive
hybrid characteristics that they claim allow for interest deductions while allowing for equity treatment
on balance sheets. The Service has made announcements indicating that it will pursue disputes on
such hybrids that have unreasonably long maturity dates or the ability to repay principal with corporate
stock. Anyway, this is still a gray area. But 385(a) was amended to add a parenthetical that allows the
Service to treat hybrids as scrambled transactions – in part stock, and in part indebtedness.
In tax advising, do everything to avoid hybrids if there is concern about debt v. equity. Also
make sure capitalization of corp isn’t too thin, that client adheres to the terms of the debt
instrument, and that strict proportionality is avoided.
The 385(c) obligation of consistency locks the issuer’s characterization of the interest at the time of
issuance, but doesn’t restrict the Service from the reclassification endeavor listed above. The rule only
applies to the issuers; it doesn’t apply to the holders and how they apply the interests to their taxes.
Problems 123
1. A, B, and C form Chez. A contributes: $80K cash; B contributes: building, $80K FMV ($20K
basis); C contributes: $40K cash, $40K goodwill. Each receives 100 shares Chez common.
Chez requires $1.8M additional capital. Goodwill Bank loans $900K at two points over prime for
mortgage on renovated building.
Look to flowchart for aid in D:E question
a) Assume A, B, and C will contribute the remaining $900K equally in the form of $300K, 5-year
notes at variable rate of prime –1%. Passes 385(b)(1) because there is a fixed determination of debt,
fixed time. But proportionality is 100%, and the outside D:E is 1.8M:240K, or 7.5:1 (and 12.9:1 if you
use AB for equity). The inside D:E is 900K:240K, or 3.75:1 FMV (6.4:1 AB). So this doesn’t pass
safe harbor, but it’s not necessarily considered debt. You’d have to make a case that it wasn’t (i.e.,
numbers for safe harbor are close, another party would possible have made the same kind of loan, etc.).
But could this really pass when considering the commercially inadequate interest rate?
b) Assume (a), but that the note is a 10%, 20 year debenture payable only out of net profit.
Difference from above is that this is a hybrid, and then the instrument loses one of its only positive
aspects in the “it’s debt” argument.
c) Same as (a), but the investors will personally guarantee the Bank’s loan (which is now unsecured).
Should this be treated as the bank loaning $300K to each shareholder, and thus reduce Chez’s D:E?
Under this two step characterization, would this then be considered a shareholder’s contribution to
capital? What about when Chez would attempt to deduct an interest payment to Bank? Chez would
have to distribute the interest in the form of a dividend to the shareholders, who would then pay the
bank as interest on a personal loan and deduct it themselves. So shareholders wouldn’t care because
there’s no tax repercussion. Well, as mentioned above, the D:E is substantially lowered. But in this
d) Assume that A will loan the entire $900K with the same terms as (a). Becomes straight debt,
because there is no proportionality. Unless, of course, A is related to either B or C.
e) Debt in form as an unconditional obligation. Chez stops paying interest, so if A doesn’t sue for
payments, then there was probably no intention to treat the debt instrument in question as true debt.
May be reclassified as equity if there is failure to perform corporate obligations.
If you need to see policy considerations or a narrative guide to 1244 for recharacterizing loss for small
business shareholders, look in CB 131-33.
165 - losses
Debt – worthless securities 165(g) Also consider 165(j), 163(f) (registration required unless
v. bad debt business (ordinary income deduction) 166 1) term < one year, or
v. non-business (capital loss deduction) 166 Generes 2) privately placed loans)
301(c) – 1. mandatory d
Capital assets merely change of form – do not increase corp’s net assets until the changed asset gains
interest.
316(a) – defines a dividend as any distribution of property made by a corporation to its shareholders
out of (1) earnings accumulated after Feb. 28, 1913 (“accumulated earnings and profits”), or (2)
earnings and profits of the current taxable year.
Makes two irrebuttable presumptions: (1) every distribution is made out of earnings and profits
to the extent that they exist, and (2) every distribution is deemed to be made out of the most
recently accumulated earnings and profits.
In testing for dividend status, look at the earnings and profits at the close of the taxable year in which
the distribution was made. Any dividend out of current earnings and profits is taxable, regardless of
historical deficits.
Problem 140
Gross profits from sales $20K
Dividends received from IBM 5K
LTCG 2.5K
Total gross income $27.5K
Deductions
Salaries – 10.25K
Dividends received (70%) – 3.5K
LTCL sale – 2.5K (limited by 1211)
Depreciation – 2.8K
Total $ 8.45K
Adjustments:
Tax exempt interest $ 3K
Dividends received deduction 3.5K (not allowed in computing earnings and profits; only in
Excessive depreciation 1.8K computing tax liability)
Total $ 8.3K
Decreases:
Excess of LTCL sale $ 2.5K
Estimated taxes .8K
Total $ 3.3K
2. Distributions of cash
301(a), (b), (c); 312(a); 316(a). Regs 1.301-1(a), (b); 1.316-2(a)-(c).
Distribution is amount shareholder receives. Every distribution is a dividend to the extent of current
E&P. Distribution above P&E reduces shareholder’s basis. If basis is fully reduced, then remainder is
computed as gain from sale or exchange.
Note: cash distributions are capable even if accumulated E&P has been reduced to zero. Any
appreciated asset that has collateral value can be borrowed against to provide a cash distribution, while
not being reported on the annual E&P computation.
Problem 144
a. ... and E&P is reduced to zero according to 312(a) ($17.5 reduced to the extend of Pelican’s
available $5K in E&P – 312(a) cannot force a negative E&P)
b. All $10K is a dividend, regardless of the fact that there’s an accumulated dividend. Every
distribution comes first out of current E&P. 316.
c. Allocate all year-end E&P pro rata to all distributions made during current year (2 distributions,
$2K per). 316. Now apply pro rata to accumulated E&P (316 “or”), wiping out the remaining $8K of
the first distribution (accumulated E&P not prorated over all distributions like current E&P) and
leaving $2K to split between the last distribution (half goes to each). Leaves $1K accumulated E&P
per shareholder, and combined with the $2K current E&P results in $3K left over. This remainder is
applied to reduce the shareholder’s AB.
d. $7.5K dividend because the current loss is offset by historical E&P. Assuming that current E&P
declines steadily during the current year, $10K/4 (distribution on ¼ year) = $2.5K.
1.316-2(b) current E&P deficit (see p. 1274) – If there is a deficit in the E&P, you can assume steady
decline as year goes along, unless corp can show specific items that caused the E&P loss. If so, then
E&P can be allocated in real-time according to the events that caused the operating loss.
Problem 148
a. Current E&P goes up $9K on realization of FMV distribution. 311. Gain is taxed, which reduces
E&P. Net consequence is $6K (assuming 1/3 tax) increase in current E&P. SH receives FMV basis in
property received. 301(d). Distribution becomes dividend to extent of E&P (both accumulated and
current),
b.
c. First, corporate tax consequences. $9K gain. 311(b). Corp level E&P rises to remaining level
after corp gain tax. Step 2: SH consequences. Amount of distribution = FMV – property’s associated
liabilities. 301(b)(2). $20K - $16K = $4K distribution. Corp current earnings (in this case, at least the
newly realized $6K) covers, so all $4K is a dividend. 312 (a), (b). The result is corp E&P increase of
$2K ($6K remaining from initial gain – $4K dividend = $2K). SH basis = FMV, regardless of the
encumbrance (the inherited debt will equal a deduction on interest for the recipient). Scott Szcorczik is
Ralph Wiggum.
d. Assume AB land = $30K. If corp simply distributes land, the it will realized loss of $10K (301(b)
says FMV is used to calculate loss). E&P gets hit at full AB, so with $25K accumulated and $15K
current E&P – $30K, result is $10K rolled over into accumulated E&P next year. 312(a)(3). Corp
should have sold the land and then distributed the profits.
e. 1016(a)(2) – depreciation as a deduction.
Problem 151
312(a)(2). Somewhere in here there’s a $5K return of capital. Corp can lower E&P $5K (current
discounted value of the debt obligation), and then reduces corp assets $100K (wiping out all E&P and
paying out $5K of capital assets). Equals net of $5K dividend. Plus, recipient will owe taxes on
interest income (since the note will pay $100K and he bought it for $5K, there will be essentially $95K
in interest accumulated over the life of the obligation).
5. Constructive distributions
Reg 1.301-1(j)
High rent, family salaries, etc. are tools corps use to avoid dividends – which they aren’t able to
deduct. Rest assured, the IRS will hunt these things out, smoke them out of their caves, and get them
running. See Nicholls (Tax Court 1971) (constructive dividend for personal use of corporate yacht –
dividend to mom and dad, gift from them to son. What about calling it constructive compensation to
James the sailor?). See also 482, Revenue Ruling (considering two fully controlled corps, where one
sells the other an item at a gross undervalue, allowing the other to avoid E&P increases and higher
corp income tax).
246(c) holding provisions: What of a corp buys stock immediately pre-dividend at stock + dividend
price, receives the dividend, then sells the stock post for its face value? Corp could record dividend as
income (at 30%), and then claim the reduced sale price as a STCL to use the “loss” on the difference
between their purchase and sale price to offset other income elsewhere.
What if X sells 15 to the corp? Reduces outstanding shares to 85, but X still maintains control of majority
shares. Still dividend treatment, even though there is different effect (no uniform dividend distribution,
ownership percentages and ROI entitlement altered, etc.). Normal dividend wouldn’t do that.
Assume complete redemption of Y. X percentage ownership increases to 75% (60/80); Z to 25% (20/80).
If there was a straight distribution of 20% of Alpha’s worth, then X would receive 12% of that amount; Y,
4%; and Z, 4%. But as this example goes, 20% is going to Y alone.
Wiedenbeck thinks that every redemption is in part a redemption and in part a sale because of the diluted
positive effects for remaining shareholders. Constructive dividend occurs to those shareholders who are
not actively participating in the transaction.
Problems 186
1. Y Corp, 100 common, 200 NV preferred; Alice, 80 common, 100 preferred; Cathy, 20
common, 100 preferred. Determine if 302(b)(2) applies?
a. Y redeems 75 of Alice’s preferred
i. No. Nonvoting stock never qualifies for 302 treatment. Always a dividend.
b. Same as (a), except Y also redeems 60 of Alice’s common.
2. Z Corp, 100 V common, 200 NV common, $100 FMV each; Don, 60 V common, 100 NV
common. Jerry, 40 V common, 100 NV common. If Z redeems 30 of Don’s V common, will
redemption qualify?
No.
Policy? If you are really cutting ties, then a redemption and gift of operating assets is close
enough to a liquidation that real liquidation is not necessary to show that control has been
relinquished – provided that there is an affirmative showing that ties ARE cut by the distributee.
Didn’t qualify for waiver of family attribution safe harbor because Davis only sold back the
preferred, and still had common stock outstanding. The (b)(3) safe harbor wouldn’t apply, either,
because the stock was nonvoting preferred, a transaction which can never avail itself to (b)(3)
protection.
Problems 219
1. Z corp, 100 shares. A, 28; B, 25; C, 23; D, 24. Dividend or not under (b)(1)?
(a) Near miss on (b)(2)(C)(ii) 80% test (80% of A’s original 28% interest is 22.4%; after
redemption with only 93 shares outstanding, control was 22.6%). 0.2% off, so near miss
and “meaningful reduction” sale treatment OK.
(b) Same as (a), but only five shares redeemed and A&D are related. Ownership before was
52% (w/attribution). After (w/95 shares outstanding) 49.4%. Passes (b)(1).
(c) Same as (b), except A&B are related instead. Ownership before was 53% (w/attribution).
After (w/95 shares outstanding) 50.1%. Fails (b)(2)(B) < 50% test.
(d) Same as (c), but A&B hate each other. Always apply attribution, regardless of family
hostility.
3. Individual owns 10 common at $15K basis. What happens if to basis of five shares are
redeemed in a transaction classified as a dividend?
Should up the basis of individual’s remaining shares to carry forward the outstanding basis
that was not recognized as a return to capital yet.
What if all 10 shares were redeemed in a dividend transaction because the family attribution
waiver was unavailable?
See Reg 1.302-2 Example 2. Basis transfers to related party. Ouch.
A. Partial liquidations
302(b)(4), (e)
A redemption qualifying as a “partial liquidation” under 302(b)(4) are taxed to the distributee
shareholder as a 302(a) exchange. 302(e) mandates that the focus of examination for whether a
redemption is a partial liquidation is on the corporate level.
1. Exceptional features
Must be noncorporate shareholders. Yes, they receive 301 and 243 DRD treatment; but
1059(e)(1)(A) will make it an extraordinary dividend and reduce the basis – creating capital
gains and more tax. HOWEVER, 302(e)(4) pro rata redemptions will qualify for sale
treatment.
2. Definition
i. In general – major corp business contraction
ii. Safe harbor – 302(e)(2), (3)
Note: If corporation simply distributes subsidiary’s stock, then corporate division rule in
355(a), (b) may apply – tax-free at both shareholder and corporate level if these provisions are
met (same requirements as partial liquidation safe harbor in 302(e)(2))
Problem 223
(a) Sale treatment for M & P from safe harbor exception; corp gets 301, 243 DRD, 1059
mess. Pro rata distribution, so no other tax schemes would work.
(b) Ruins the five-year requirement for the safe harbor.
(c) 302(e)(1) – when unforeseeable event causes destruction, and then proceeds of insurance
distribution are distributed to shareholders. Qualifies as sale treatment under general
rule.
(d) Sale treatment as a partial liquidation.
(e) Iris is a corp, so it is a dividend. Partial liquidation only for non-corporate distributees.
Only would qualify for sale treatment if Iris fell under one of the four 302 criteria. In this
case, 302(b)(3) termination of interest applies, so sale treatment OK.
(f) Won’t qualify under safe harbor because of five-year existence test. Also doesn’t
because it is a distribution of business assets and not a partial liquidation. See Reg 1.346-
1(a).
What about parent/subsidiary transactions? Subject to heightened scrutiny. When all the dust
settles in the transaction, look at the shareholder’s ownership interest in the parent corp.
Just know that when you have a sale of stock by a controlling shareholder to another corp that is
controlled, 304 may apply if there hasn’t been a change in control sufficient to award sale
treatment.
Problems 275
1. In reading Niedermeyer, make sure you are able to answer the following:
(a) Why did 304 apply to the sale by the taxpayers of their AT&T common stock to Lents?
(b) Given that 304 applies, how do you test the “redemption” to determine if the taxpayers have a
dividend?
(c) Why were the taxpayers unable to waive family attribution?
(d) How could they have avoided this unfortunate result?
Answered generally in the case comment above.
2. Bail Corp, 100 shares, no accumulated earnings or E&P. Out Corp, 100 shares, $5K
accumulated, no E&P. Claude, 80 Bail (basis = $500 per/$40K total), 60 Out (basis = $150
per/$9K total). Remaining shares owned by unrelated individual. Tax consequences when:
(a) Claude sells 20 Out to Basis for $4K ($1K over basis)?
(b) Same as (a), except Claude receives $3K and one Bail share (FMV $1K)?
(c) Same as (a), except Claude receives one Bail share, and Bail takes the 20 Out shares subject to
a $3K liability that Claude incurred to buy the 20 shares of Out?
(d) Claude sells his Out shares to Bail for $12K?
Problems 289
1. Tax consequences on these “redemptions” in light of 305?
(a) No tax.
(b) Both Fay and Joyce are taxed, because B stock dividend was optioned. Frank is taxed because
preferred holders had option (see statutory language “any”).
(c) No tax on A dividend; B dividend taxed normally as income under 301. 1-305.3(b)(4).
(d) Expands the preferred “bucket,” and runs into (2). Change of proportional interest. Two part test:
in addition to proportional interest, someone has to walk away with money or property. That
hasn’t really happened here, though, but the statutory parenthetical is broad enough to encompass
that type of regular dividend stock. So fails part two of the test as well.
(e) Frank still gets everything, even though there’s a new priority. The new priority doesn’t materially
change anyone’s proportional interest, because Preferred A still retains its full preference to E&P
before the subordinated preferred stock.
(f) Debenture holders are stockholders because the debentures are convertible, and thus fall under the
305(d) definitions as shareholders. Becomes disproportionate distribution.
(g) The conversion ratio on the preferred stock is designed to maintain the proportions of interest that
existed under the unmodified plan. Should be no adverse tax consequences because the
shareholder rights don’t change, and Frank’s common-to-common transfer is not in the 305
criteria. However, what about the “distribution” to Fay and Joyce on preferred stock? Well, any
dividend on preferred should normally be taxable, but (b)(4) allows an exception that won’t
enforce taxation if the “distribution” of a conversion ratio change is simply to preserve the interest
of the preferred shareholders in light of a stock split.
(h) Standard optional distribution that is taxable under 301.
(i) Preferred convertible into common. Option again, since this is basically a two-step common stock
distribution that will likely lead to a change in proportional share class ownership. Taxable unless
the IRS passes it as not disproportionate – (b)(5). Test includes showing of incentives for
conversion. In this case, because of the 20 year lifespan of the conversion, they will probably all
convert if the business is in any measure successful (provided that other incentives make
conversion unattractive). If everyone converts, then ownership interests will still be proportional.
but it appears that Fay and Joyce are taxable under (b)(5) and Frank is taxable under (b)(3)(B).
2. 305(c) problems if Z corp agrees to annual redemption of 50 shares at the election of each
shareholder, and A (500 shares) makes such an election two consecutive years? B (300) and C (200)
do not elect.
That would depend on whether Z Corp has any current E&P. Anyway, not in form a stock dividend,
but certain shareholder’s interest increase as this plan progresses. Redemption is processed under
302(a)(1) (303 or 304 possible, but not in this case). Well, not 20% termination of voting power, no to
everything else... So look to “meaningful reduction in ownership” according to Davis. After the first
redemption, B and C can combine respective vote to overturn anything A does where they couldn’t
before. A gets sale treatment, B and C have constructive stock dividend ONLY if it is a redemption to
which 301 applies. In this case, B and C pass Y1.
But in Y2, the redemption for A doesn’t meet the safe harbors, and A gets hit with 301 tax on that
year’s redemption. Now 305(c) looms for B and C. They seem to have constructive, taxable dividend
unless the redemptions are isolated. These redemptions are part of a periodic redemption plan, so they
be sunk in Y2.
The tax-bailout hook comes when a company distributes this stock, and then redeems it later
from the shareholder – avoiding the 301 taxable dividend status.
Of course, that leaves the question, “What is ‘common’ stock?” Typically, the IRS defines it
as any stock, whether voting or not, that participates without substantial restriction in
corporate growth.
RR 76-383 says that stock issued with a first right of refusal to the corp, but otherwise
completely like common stock (meaning without limitation on future equity rights) is
common stock because the right to sale will be a shareholder level decision to reduce
equity.
RR 79-163 says that any stock issued in a restructuring that has limited rights to
dividends or limited rights upon liquidation aren’t “common” stock.
Sold: More complex “look back” rule. Seller will generate ordinary income to the
extent that those shares would have been a dividend at the time of their original distribution.
So the seller has to look back to the corp’s E&P a the time of distribution to calculate how
much ordinary income they will realize on the current sale, and any excess realization is
treated as a reduction in basis of the 306 stock. Excess beyond that is normal gain from sale
of stock. The ordinary income cannot be claimed as a 243 DRD, and the issuing corp can’t
reduce E&P when 306 stock is sold.
Problems 309
1. In Y1, Argonaut Corp distributed nonconvertible, nonvoting preferred stock worth $1K to
Jason and Vera, unrelated 50/50 common shareholders. Common basis of $2K prior to
distribution and $3K immediately after. At time of distribution, Argonaut had $2K E&P. In
Y3, Argonaut had $3K E&P.
(a) Y1 tax consequences? Tax-free under 305(a) on distribution, but what about their basis?
307(a) for associated basis on dividends says that for tax-free dividends, take the basis of
the original stock and distribute it among the combined old and new stock proportionally.
In this case, preferred + common post is $1K + $3K = $4K FMV. Then take common
pre and distribute it proportionally according to the current FMV ($4K). Because $3K is
¾ of $4K, $1.5K basis of the $2K common pre is allocated to common post; the
remaining $.5K (¼ of $4K) is attributable to preferred.
(b) 306(a)(1)(A) says that Vera has $1K ordinary 301 income, limited only by the “ratable
share” exception and invoking the (a)(1)(A)(ii) look-back rule to check Y1 if it had been
cash instead of the stock distributed. Limit doesn’t come into play here because cash
distribution in Y1 would have been $1K.
(c) In this case, the $1K-would-have-been-dividend is automatically ordinary income ala (b),
supra. Additionally, the look-back rule says that there is $750 excess over the would-
have-been distribution. (a)(1)(B) says to add the ratable share limit ($1K) plus the
associated basis ($500 from (a), supra) leaves $250 that gets capital gain treatment. That
leaves $500 of tax-free return of basis. If Vera had sold for just over the ratable share
limit, then the excess basis would have been attributed to her remaining shares.
(d) All transactions are OK. No taint if dividend wasn’t possible in the first place – (c)(2).
(e) Any disposition (disposal) of stock that isn’t a redemption is taxable. (a), (a)(1).
However, since there is no recognized gain or loss, (b)(3) says that as to Jason only (a)
doesn’t apply. But this is a transfer of 306 stock, so it remains 306 tainted when Claude
tries to sell it – (c)(1)(C). The sale becomes ordinary income to the extent of the look-
back. The basis carries over from Jason. But Claude is completely terminating his
interest in Argonaut, and there is no grandparent to grandchild attribution, so 306(b)(1)
allows Claude to avoid 306 and he will receive LTCG treatment.
If Jason had died, then 306 doesn’t apply and the stock isn’t tainted.
(f) Redemption of Jason’s preferred for $1.5K and half of common for $5K?
Common stock gets exchange treatment under 302(b)(2) because of the substantial
reduction in control. Preferred is tainted, redemption was in Y3, in Y3 Argonaut has $3K
E&P, and all of the preferred redemption is a dividend. (a)(2). The common becomes a
$4.25K gain after basis ($750) is recovered, so what about 306(b)(4)(B)? Not in
pursuance of plan principally for tax avoidance, but Jason only disposed of part of the
common stock, so (b)(4) doesn’t apply. So what about that extra portion? It immunizes
at least half of the common because there isn’t any bail-out feature of common stock.
Only to the extent that you dispose of the underlying common stock that caused the 306
taint ...
(g) None would qualify for the (b)(4) exception because the bylaws indicate that this is purely
a tax avoidance move, implicating 306 taint and making all $1.5K receive 301 treatment.
2. Zapco Corp, 100 common (all owned by Sam Shifty), more than enough E&P.
(a)
(b)
F. Complete Liquidations
1. Complete liquidations under 331
A. Consequences to the shareholders
331, 334(a), 346(a) 453(h)(1)(A)-(B); Reg 1.331-1(a), (b), (e).
Normally treated as if shareholders had sold their stock to the corporation in exchange for the
corp’s assets. 331(a). Typically, the liquidating corp recognizes gain or loss as if it had sold the
distributed assets to the shareholders at FMV. Each shareholder recognizes gain or loss on the
difference between their adjusted basis in the stock and the amount. Each shareholder takes a
FMV step-up basis in the assets received.
Corp sale of assets on an installment method over more than one year will allow shareholders to
recover basis before reporting gain or loss.
Compare:
A) Corp sale of assets and corp liquidation;
B) In-kind liquidation and shareholder sale of assets.
B2 - Asset sale
$$ exchange
Shareholders
Third
Party
B1 – in-kind Buyer
liquidation
A2 – cash
liquidation
A1 - Asset sale
$$ exchange
Corp
A) Step 1 corp sale of assets taxed under 1001 as corp level gain/loss recognition; Step 2 SH
recognition under 331. Double tax in effect, right result.
Segue to next section: Congress remedied this discrepancy in same end result/different tax
regimes problem by forgiving the corporate tax in the first example. In 1986, Congress revisited
the issue and enacted 336 requiring corporate-level recognition.
Problem 315
A, 100 shares Humdrum, $10K basis. Humdrum has $12K accumulated E&P. Humdrum
liquidates; tax consequences to A?
(a) Humdrum distributes $20K to A in exchange for stock?
(b) What if (a) above was a $10K distribution in Y1 and another $10K in Y2? Any problem with
no formal plan of complete liquidation?
(c)
(d)
(e)
Look at the above diagramed transaction. What if there is a third option, where shareholders
sell their stock directly to the third party buyer (Step 1), and then the buyer in-kind liquidates
(Step 2)? Triggers 1001 gain/loss at shareholder level; in-kind asset exchange invokes 336
asset level gain/loss. All of the first three are asset acquisitions.
What about a fourth option? Step 1, corp sale of assets; Step 2, no liquidation. 1001
asset g/l, invest sale proceeds in Step 2, but therein lies the rub. Any accumulated,
Fifth option: 1. SH sale of stock to 3PB; 2. 3PB doesn’t liquidate. 1001 stock g/l; avoids
336 corp level asset gains.
Sixth option: 1. SH sale of at least 80% stock; 2. 3PB is corp and liquidates. 1001 g/l; but
in-kind liquidation defers corp tax to the shareholders upon sale of their shares. 336
337, 334(b), 381(a)(1).
Seventh option: 1. SH sale of stock; 2. 3PB elects 338. The Kimbell-Diamond case –
step transaction, in substance a direct asset acquisition. Electing 338 considers the stock
sale an asset acquisition. Would only make this election in three circumstances: if assets
have net declined in value; if assets have appreciated, but if target corp has net operating
loss carryovers; and
Problem 328
2. Liquidation of a subsidiary
A. Consequences to the shareholders
332, 334(b)(1), 1223(1); Reg 1.332-1,-2,-5.
Subsidiary
337
A. Taxable Acquisitions
A. Penalty Taxes
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(09/2005)
Question Pre-tax Deferral Account Roth Deferral Account Roth IRA
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(09/2005)
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(09/2005)
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(09/2005)
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pa ee, IRS le and ded c ible medical
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requirements?
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i hholding
Fo f he info ma ion ega ding Ro h IRA , plea e con l P blica ion 590 Indi id al Re i emen A angemen (IRA ). Thi p blica ion i a ailable a .i .go .
The Lincoln Di ec o SM i a g o p a iable ann i con ac i ed b he Lincoln Life & Ann i Compan of Ne Yo k, S ac e, NY on polic fo m #19476NY-A 7/04 (and a ia ion he eof) and i di ib ed b
b oke /deale i h effec i e elling ag eemen .
IRS CIRCULAR 230 DISCLOSURE: Any discussion pertaining to taxes in this communication (including attachments) may be part of a promotion or marketing effort. As provided for
in government regulations, advice (if any) related to federal taxes that is contained in this communication (including attachments) is not intended or written to be used, and cannot be used,
for the purpose of avoiding penalties under the Internal Revenue Code. Individuals should seek advice based on their own particular circumstances from an independent tax advisor.
LFD0509-1298NY
(09/2005)
Corporate Taxation Outline
I. Overview of Enterprise Taxation
How is corporate income federally taxed?
Three categories in the Code:
1. Sole proprietor (individual owner)
2. Partnership
3. Corporation
1. Sole Proprietorships
Business directly owned by proprietor
Taxed under §1, Schedule C – normal income tax
Business tax information reported with personal statements
Joint owners may be treated individually as sole proprietors for tax purposes
o Joint owners may individually elect to use different accounting methods, etc. on their tax
forms
o Cf. Partners, who are bound by joint firm decisions
2. Partnerships
Pass-through or Conduit taxation
Calculated as a business, but taxed to the individual partners
701 – not taxed as income of the firm directly, but as income to the partners.
702 – in determining income tax, each partner is taxed according to their interest in the business
on a pro rata basis of business income or loss. See also 703, 704.
Key: Allocation to partners of distributed share
Partners have to report distributive share of profit income, even if not actually distributed. If
partnership retains earnings, partners are still taxed.
3. Corporations
11(a) – corporation computes its profit or loss and is taxed as an entity
11(b) –“progressive” tax schedule, but most taxable corporations (except the largest ones) are subject
to a flat rate of 34%
The flip side of §11
61(a)(7) – dividends and the double tax. Corporation is taxed once, and earnings taxed again when
distributed as income to individual shareholders
A. C Corporations
“Regular corporations”
i. Corporate earnings are subject to “double tax,” once on corporate earnings, and once more
when earnings are distributed to shareholders through their income taxes.
Models of double tax. Assume TP owns all shares of Corp X, which made $100 in profit this
year. Assume applicable tax rates are corporate, 46%; individual, 70%; LTCG, 40%:
o Dividend Distribution – all after tax profits distributed to shareholder
Simplest form – a.k.a. “double tax”
CIT 46
Dividend 54
PIT 37.80 (.7 x 54)
TP’s after tax proceeds 16.20 (54 – 37.80)
Combined effective tax rate (sum of total taxes as percent of original income) – 83.8%
o Deductible Distribution – X distributes all $100 to TP as rent paid (deductible under
162(a)(3)) for premises leased from TP – still paid out to shareholder, but colored as a
business expense instead of a dividend. Most common in closely held corps, tends to be
self-policed by unrelated shareholders in large and widely held corps
Disguised dividend – modified pass-through when business pays expenses to shareholder
CIT 0
Distribution as rent 100
Because of the retained earnings model, corporations have traditionally been used as tax reduction
vehicles. Shareholder nets value form sales of stock (1001 capital gain), and not in the more
highly taxable form of dividends. Less tax than if she had been sole proprietor, less tax than the
other two strategies.
Consequences of a corporate tax regime: tax rates. Unlike the S corporation, the C corp may
screw up vertical equity because it disproportionally taxes equity holders not according to their
respective stake, but unilaterally. This may disadvantage small stakeholders (like geriatrics
holding a few shares of stock).
B. S Corporations
If there is no corporate expectation of advantageous RE scheme, then may elect to incorporate as S
corp. Avoids tax liability on corporate earnings, but earnings must be reported. Shareholders are
then taxed on their pro rata share of the corporate earnings no matter the income’s disposition
(distributed to shareholders or not). The character of the monies reported (loss, gain, deduction,
credit) is retained in the taxpayer’s hands.
Limitations
Conduit tax regime ensures that you pay a rate that is proportionate to your overall income,
unlike the note above showing the frustration of vertical equity.
A. Partnerships
5. Policies
A. The double tax – treating corporations as separate entities form their shareholders. Central theme
in corporate taxation. Critics say it is inefficiently biased 1) against corporate as opposed to
noncorporate investment, 2) in favor of excessive debt financing for C corps, and 3) in favor of RE
at the corporate level rather than dividend distribution.
B. Higher personal rates create incentive for corporate investment
C. Favorable capital gains rates create incentive for long-term investment
D. Nonrecognition – gains or losses not taxable until realized in sale, exchange, or other event that
makes them easily measurable
6. Common law
A. Sham transaction – transaction that never occurred but is represented by the taxpayer as having
occurred. Usually reserved for more egregious cases, typically defined where court finds that
taxpayer was motivated by no business purpose other than obtaining tax benefits, and there is no
substance to the transaction because no reasonable possibility of profit exists
B. Substance over form – a business’ definition of a disputed transaction is not determinative. What
the transaction accomplishes, rather than what it portends to be, if the common law key to review
C. Business purpose – no valid business purpose but to create tax savings
D. Step transaction doctrine – combination of formally distinct transactions to determine tax
treatment of the integrated series of events. Interrelatedness of events to allow this test is a gray
area (some courts require binding legal commitments enforcing the whole of the transactions,
others simply look for “mutual interdependence”)
E. Incidence of CIT
Short run – burdens shareholders if industry is perfectly competitive (commodity) or
unregulated monopolies
Long run – shifting of burden to owners of ALL capital
o X corp current dividend distribution
Y partnership
Differential will occur until after tax implications equalize and the cost of capital is
resultantly increased because of higher supply of capital (less tax, more in pocket, less
need for financing, more cash in bank stockpiles, lower interest rates)
2. Alternative minimum tax 55, 56(a)(1)(A), (c), (g)(1-3; 4(A-Cii)), (5), (6); 57(a)(5-6)
Flat rate tax imposed on a broader income base than the taxable income yardstick used for the
regular corporate tax. Payable only to the extent that it exceeds corp’s regular tax liability.
3. Multiple corporations
Ownership tests prevent splitting corporate profits among smaller corporations to minimize tax
liability. 11(b)(2).
4. S corporation alternative
Avoids ACE/AMT maze by passing corporate tax through to personal shareholder level. General
forms:
Problem 19
(a) Boots, Inc.’s taxable income $900,000
Regular tax liability $
(b)
(c)
(d)
B. Shareholder allocation
Conduit tax treatment, but difficult to determine appropriate allocative tax treatment because of
disparate stock class treatment. General view is that unless different classes of stock are outlawed,
current complex capital structures prevent this type of integration. “Best in principle” winner,
Cannes 2002.
C. Corporate Classification
1. In general
Federal classification of business entities does not hinge on state law labels. However, state law
governance of legal relationships provides the criteria that the federal classifications are based on.
2. Corporations v. partnerships
A. Historical standards
Absence of first two characteristics will prevent organization from classification as an association.
When distinguishing between associations and partnerships, the last four are considered and
weighted equally. Classification as an association will only occur if three of the remaining four
are present.
Businesses may make this election after functioning as an S corp in the startup phase for loss pass-
through purposes. See 301.7701-3.c.iii – iv.
3. Corporations v. trusts
301.7701-4. No double tax on trust income. Distributions are taxed to the recipient to the extent of the
trusts “distributable net income.” If trust income is accumulated, then it is taxed at §1(e) rates, and
normally not taxed again if the accumulated earnings are distributed later. If the trust becomes an
active trade or business, it is taxed as a normal corporation.
Two classes of trusts: 1) Conserve property (301.7701-4.a), and 2) “Active business” trusts
(301.7701-4.b). Regs suggest that ultimate test is whether state law trust is a state law “business
entity”.
Other considerations for trusts v. corporations: 1) active conduct of business, and 2) voluntary
association of business partners = corporate tax levied against trust. Spendthrift trusts are stuck in
this conundrum. See Estate of Bedell, 86 T.C. 1207 (1986).
Problem 36
(a) No double tax on the recipients. Trust was already taxed.
(b)
(c)
* – Even though there is a realized gain, congress may choose to pass on taxing it. Most commonly because
gain is realized in technical sense, but investment continued in similar form. See e.g. 1031(a) (lifetime
exchanges), 351 (transfer to corporation nonrecognition). Every nonrecognition rule has an associated basis
rule. See e.g. 358 (associated basis rule for 351).
In corporations, 351 nonrecognition may occur if a transferor exchanges capital assets (as defined in 1221,
minus enumerated exceptions) for stock that is in essence merely a change in form of the initial investment in
the transferred property. The catch is when the transferor’s basis in the property is different than its FMV, and
is contingent on what the disposition of that property is after the transfer (i.e. transferor immediately sells the
received stock and must realize and recognize the FMV gain before he/she can recover their basis).
A. Corporate Organization
1. Introduction to 351
351(a), (c), (d)(1)-(2); 358(a), (b)(1); 362(a); 368(c); 1032(a); 1223(1), (2); 1245(b)(3).
Nonrecognition allows for avoidance of taxable consequences for raising business capital if the
exchange doesn’t substantially alter the nature of the transferor’s investment. Normal nonrecognition
policy consideration is that if swap is for such a similar form of investment, then the deferral in
accumulated value is warranted until this new investment is terminated for something substantially
different in form. 351 broadens this policy by nonrecognition of substance changes to encourage
business investment. The essence of 351 is to ascertain whether a transferor has a sufficiently
continuous relationship with the property transferred to a corporation to justify nonrecognition
treatment, or whether that transfer has severed the relationship with the transferred property, thereby
Property transferred retains its transferor’s basis while now in the control of the corp. Any gain or loss
on that property will be realized from the transferred basis. Same deal with transferees. If a transferee
exchanges property with a basis of $10 and FMV $100 for $100 in stock, then upon sale of the stock
(at $100) transferee must recognize $90 gain (as in $100 gain – $10 original basis).
Problem 46
Realized gain/loss 1001(a)
Recognized gain/loss 1001(c), 351
Adjusted basis in property received 1012
Character of property received 1221
Holding period 1223
“Holding period” describes the tax status that differentiates capital gains from LTCG. If a
transferred item is a capital asset under 1221 (as opposed to normal income property), then the period
for which the transferor held that property prior to transfer may be “tacked on” to the stock received in
the exchange. Upon sale of the received stock, the total holding period will determine whether the
realized gain finally recognized is treated as short-term capital gains, or the lower bracketed LTCG.
Even an implicit, albeit non-contractual agreement, will fall under the purview of the step-
transaction doctrine. Enforcement of this principle, though, is obviously problematic.
How could this have been constructed to still create a right to nonrecognition? Wilson was not a
contributor, and he should have been. Had he contributed at all, both Wilson and Shook would
have been transferors controlling 100% of the assets.
Options:
1. Cash contributions from both parties. Wilson contributes cash ($91K) directly to the
sawmill, Shook contributes the capital assets. Unfortunately, Shook would out-contribute
Wilson 2:1 ($182:$91), and the shares would more appropriately break down according to
that ratio.
2. Pre-incorporation partial sale. Shook sells half interest in his sole proprietorship to Wilson
(thus forming a partnership), and then incorporate it and buy the mill. Unfortunately, Shook
will be immediately taxed on all of the previously unrealized appreciation when he sells the
partnership interest to Wilson (only half of appreciation actually taxed because Shook only
sells half the partnership). On transfer to the lumber mill, Wilson will gain a FMV basis for
his contribution because of his initial cash purchase of the partnership interest being at FMV.
3. Cash boot. Shook contributes assets, Wilson contributes cash. Shook receives 182 shares of
stock, $91 cash “boot” back. Wilson contributes the same amount of cash and stock received.
However, this merely masks the transaction as contemporaneous corporate funneling to
Shook for control.
4. Lender financing. Bank makes $91K loan to Shook. He transfers the sole (encumbered)
proprietor assets to the lumber mill, Wilson contributes $91K. Both get 182 shares,
respectively. The lumber mill pays off the loan. The debt transfer does not prevent 351
nonrecognition, and the “constructive boot” is ignored for tax purposes (357(a)) ONLY IF the
loan is for some valid business purpose (357(b)).
5. Post-incorporation distribution. Shook transfers assets to lumber mill. Later, mill distributes
$91K to shareholders (Shook) as a 301(c)(2) return of capital (not a dividend because there
has been no profit in the corp yet). Wilson contributes $91K and receives 182 shares.
Nonrecognition on step 1, tax free return of capital on step 2, nonrecognition in step 3, but
still may run into a step-transaction doctrine problem.
6. Redemption. Initial transfer of assets from Shook ($182K FMV), $91K cash from Wilson,
and corp distributes 364 shares to Shook and 182 to Wilson. Corp then redeems 182 shares
outstanding from Shook for $91K.
Problems 53-5
1. Qualify under 351?
(a) Yes to A’s transaction (realized but not recognized). Corp doesn’t pay tax because of 1032.
B gets hammered with both realization and recognition, even though B received all of the
nonvoting stock, because B ain’t got no control.
(b) Yes – step transaction doctrine. A and B are both transferors to the corp, and control is tested
on March 2 after B transfers.
(c) If control is tested post march 5, control is destroyed. D hasn’t contributed anything. But if
the test is as in (b), and that is successfully argued, then the nonrecognition still stands and the
“gift” is unrelated. Passes both narrow and broad interpretations of step-transaction doctrine,
either because the gift was not contractually binding (narrow), or because the gift was indeed a gift
and not a sale transaction in tax terms.
(d) No
2. Tax evaluations
Valuation in 61(a)(1), 83(a)
(a) No protection in 351, because Manager is offering service instead of property in exchange for
stock.
(b) Yes, 351 qualification if Manager is paying for her stock. As for the second part, “Is it
property?” A promissory note, if property, satisfies the control test. The total economic effect is
almost exactly the same as the situation in (a), but in this case instead of receiving stock as a
compensation package, Manager is essentially “discounting” her salary against a purchase
payment system for the stock she would have received in the (a) scenario.
(c) No, because of the de minimis value of the property in comparison to the stock received, in
what looks like a mask for service compensation. 1.351-1(a)(1)(ii). Recognize the de minimis
payment as purchase of equivalent stock, then tax Manager on the remaining $149K as income.
Ouch.
(d) Manager kicks in more than 10% of the value of stocks essentially allocated as “service
compensation,” so the transaction is not de minimis.
(e) Restricted in-kind compensation. Amount of compensation is based on time when in-kind
compensation becomes transferable or not subject to substantial risk of forfeiture. 83(a). Barring
Manager’s leaving, the valuation and taxation would mature when the restrictions on her shares
are lifted. Then there’s the 83(b) election to avoid the tax deferral and pay up front (possibly
insurance against massive taxation later if stock value skyrockets). Pays without regard to risk of
loss. Taxed as ordinary income up front. If sold, treated as market appreciation (LTCG).
What about (e) under 1.83-1(a)? “Until you pay tax, stock isn’t owned by service provider.”
Control issue? If Manager 83(a) pays up front, no issue. Otherwise, for tax purposes no one
would be the owner until someone paid taxes on them. but there should really be no issue at all,
since there is no control dispute at all. The stock, if Manager 83(b) elects out, is basically
unissued treasury stock, so effectively 100% of the corp is controlled by the remaining two parties
to the incorporation.
351 – Nonrecognition
358 – Shareholder basis rule
362 – Corporate basis rule
1032 – Corporate nonrecognition rule
A. In general
Policy: Tax all gain realized from transfer up to the amount of boot, because transferor is defeating
the “changed form investment” grounds for 351 nonrecognition.
Normal Boot Rule: Recognized gain = amount of boot; basis in transferor’s stock in 358. “Return
of Capital Last Rule”
Corporation basis: Transferor’s basis + transferor’s recognized gain from boot. 362.
Alternatives:
Partial sale approach: subdivide interest in property for transfer in exchange for 100% stock (step
one); sell remaining interest for non-stock consideration (step two).
Example:
$100 FMV
$ 10 Basis
Contribute 80%, so basis in exchanged property is 8. Transfer covers basis, so no recognized
gain on remaining realized gain (72 to corp under 351).
Sell 20% interest for $20 FMV bond. Realized gain $8 for transferor, but should be $20 (face
value of bond). Corp’s basis is $20, and corp’s basis in total property ends up being 28
(transferor’s 8 basis goes to corp under 362)
$10 of bond received is taxed to transferor (other $10 recovered as original basis – 301(c))
There is no boot rule for partnership organization (721(a)), so courts apply partial sale
treatment because of the literal substance of the transaction.
“Other property” not stock that is given by a corporation in exchange for transferred property.
351(b) requires transferor receiving boot to recognize any realized gain on the transaction to
the extent of the money or FMV of any nonqualifying property received. Requires
recognition of gain before basis can be recovered, so that boot cannot be abused.
When multiple items are transferred, each one is treated as a separate transaction.
Example:
$200K property with $20K basis transferred to corp for $170K stock and $30K cash.
There is still a $180 realization, but only required to recognize that gain to the extent of the boot
received. So transferor recognized $30K immediately, but doesn’t mess with the remaining $150
until the stock is sold or converted into another, corporately unrelated asset. The basis is then
fully recovered from the $30K of boot (with a tax on the remaining $10K after the basis
deduction), and the rest of the FMV is deferred to encourage corporate investment.
The transferor’s basis is first set off against the stock (non-boot exchange item) up to FMV. If the
basis doesn’t exceed the FMV, then there is no immediate charge. If it does, then the excess basis
is allocated to the installment portion of the transfer. 453 is then applied against the installment
portion of the contract. if there is any remaining basis, it offsets the face value of the obligation.
Note: gain from inventory property exchanged for a note is a SALE, and must be recognized
immediately.
Example:
Problem 63
A gives $22k FMV inventory ($15K basis); gets 15 common ($15K), $2K cash, 100 preferred ($5K)
B gives $20K FMV inventory ($7K basis), $10K FMV land ($25K basis); gets 15 common ($15K),
$15K cash
C gives $50K FMV land ($20K basis); gets 10 common ($10K), $5K cash, corp not for $35K/two
years
Tax consequences (gain or loss realized and recognized, basis and holding period)?
A
Total Equipment
FMV $22K $22K
Corp
AB equip. $15K (362(a) carryover basis from transferor)
B
Total Inventory Land
FMV $30K $20K $10K
% Total 66.7% 33.3%
Corp
AB inv. $ 7K (362(a) carryover basis from transferor)
+$10K (Cash payment)
$17K (Corp basis in inventory property)
P.S. While only a portion of this stock qualifies for the tacking period, the tacking period may be
applied to all shares pro rata (the same 2/3:1/3 ratio).
C
Transferred:
Land $50K (FMV; $20 basis)
Recognized gain $30K (FMV – basis)
Received:
Common $10K
Cash $ 5K
Note $35K (Two year note)
Total boot $40K (Note + cash received)
Qualify for 453(a) installment payment option? Large portion of boot is installment note, and any
receipt of promise to pay later for transferred goods qualifies for 453(a).
How does basis get applied? Assign it first to stock (nonrecognition property) up to FMV, then
remainder (if any) to boot.
AB stock $10K (FMV fully covered by basis)
AB boot $10K ($40K total payments, so ¼ each payment treated as basis, ¾
each payment treated as gain)
Works out to taxable amount on $5k = 3,752, on $40K note = $26,250.
Corp
AB land. $20K (362(a) carryover basis from transferor)
+$ 3.752K (Recognize gain only when transferor recognizes gain from
payments)
$K (Corp basis in land)
1031/1031(d) – Like-kind exchanges: “...such assumption [of taxpayer liability] shall be considered as
money received by the taxpayer [and subject to tax immediately].”
Carve out:
357(a) – Whoa, wait! Liabilities aren’t boot for purposes of immediate recognition, so you aren’t
taxed up front. So, to make up for this exception, 358(d) comps by reducing basis.
Most corp formations involve corp assumption of debt, which is normally considered boot for the
transferor. But applying that strictly to corp formations would frustrate 351. So 357 makes an
exception, and 358(d) comps for that immediate taxable loss by adjusting the transferor’s basis down
in the encumbered property. If the diminution of basis through 357 (a) would result in a negative
basis, then the transferor is required to recognize that negative amount as a gain at the time of transfer.
357(c).
Should that legally enforceable obligation to pay cash in the future represent a cash payment now?
Court doesn’t really answer it, but seems to indicate that they’d say “yes.”
Note: You should always be able to beat this IRS argument by borrowing the money first, and then
pledging it in full to the corp. Some semblance of real liability goes a looong way to making this
“basis-up” strategy legitimate.
The real issue in both of these cases: TIMING. Not if you get a basis increase, but when the basis
increase should occur. Since this is a debt in both cases, should it be installment method
recognition???
Problems 80
1. A contributes: Inv, $10K FMV ($20K basis); land, $40K FMV ($20K basis, $30K mortgage).
A receives: 20 shares ($20K value), corp assumes mortgage.
a) $20K AB Inventory
+ $20K AB Land
– $30K Liability transferred (from 358(d))
$10K Basis in stock
Assuming that A isn’t a realtor, the holding period of the land transferred will be tacked pro rata
across all of the stock received. There is no holding period tacking for the inventory, as it isn’t a
capital asset.
b-d) Liabilities will be in excess of basis, so there will be a $5K recognized gain (357(c)). Will
end up with $0 basis:
$25K AB basis both inv and land
+ $ 5K Recognized gain
– $30K Liability
$ 0 Basis
Corp basis will be transferred basis, but 1.357-2(b) says prorate the basis across the gross value of
all contributed assets.
Wiedenbeck thinks that the allocation should be recognized according to the appreciation in
value of the respective items, not according to gross FMV as proscribed in 1.357-2(b).
2. B contributes: Building, $400K FMV ($100K basis), with first mortgage of $80K (valid business) and
second mortgage of $10K (personal, eve of transfer).
B receives: $310K stock, assumption of liabilities.
a) B gets hammered by 357(b), because a tax avoidance purpose combines total liability
assumed (avoidance AND valid business purpose), and treats the final number as cash boot.
b)
Policy: Don’t fuck around with 35’s graciousness. We’ll wallop you with recognition
immediately.
3.
Exam tip: Always look for step transactions, alternative solutions, etc., when analyzing cases.
482 Reallocation
If you have multiple related business, there may be a reallocation issue. Service has discretionary
ability to reallocate tax burden. The Service will look for evidence of improper reallocation of
amounts to mismatch income and split tax consequences.
Problem 90
a)
b) Design.
c) Yes.
d)
e)
f)
6. Collateral issues
Fink 92 (1987)
Non pro-rata surrender of stock to capital. Not only did Fink want to take an AB deduction on the
surrendered and cancelled shares, but they also wanted to claim it as a 165(f) ordinary loss. They
claim that yes, the stock was a capital asset, but the loss was not incurred through a sale or
exchange. It was a surrender, so it eschews the capital gains/losses requirements of 1223.
Congress remedies this with 1224A. But the real issue in front of US was was there realized loss?
IRS says no, because they were still majority shareholders post-contribution. Service says they
should have upped their basis in the remaining stock by the basis of the amount of the stock
surrendered. US agreed.
Ways around: Have the corp buy shares from shareholders outright, then shareholders take
the proceeds form sale and contribute those to the corp as a direct contribution to capital. No
net change in assets, but the contribution then becomes a real contribution to capital.
C. Organizational expenses
Problem 100
B. Capitalization
1. Introduction
What difference does it make if investors hold stock, bonds, or notes? Tax treats debt and equity
differently, and the more favorable tax treatment is with debt. Issuing debt avoids the double tax;
repayment of debt is tax free on principal and capital gains for excess difference, where stock buybacks
(essentially debt repayment to the shareholder) may be taxed as dividends if the shareholder retains
some stock. See also the 351 stock/boot differences in tax recognition.
2. Debt v. equity
Problem – Deductions for interest, not for dividends
Incentives –
Policy – Substance v. Form
Case 1: GM Stock
GM Bonds Shareholder owns 0.000001% GM common, some bonds – so no real conflict.
Case 3: Priority bonds over subordinate outside lender claims. What incentive is there for the
bondholders to act as proper creditors?
The IRS can analyze substance over form to determine whether corporate obligations are debt or
equity. There is a spectrum in case law that may help, with one end being equity (risk investment with
the potential of shared profits) and the other being debt (fixed promise from corp to repay principal
with interest at a fixed maturity date). Then there are all the spots in the middle, left to the courts to
decide where a particular investment falls. Some say that the disparate results in the courts have
created a “smell test” for either debt or equity. The principal factors of the smell test are:
Form of the obligation – While labels aren’t controlling, a proper label may ward off a
challenge that debt is actually equity.
The debt/equity ratio – Ratio of company’s liabilities/shareholder’s equity. The more thin the
capitalization, the better ammo for the Service to classify an item as equity under the rationale
that no lender in their right mind would loan out to a severely undercapitalized business.
However, the bar of what is and isn’t thin capitalization has been amorphous in the case law.
Intent – Gleaned by an objective look at criteria such as lender’s reasonable expectation of
repayment in light of the company’s financial condition, and the corp’s ability to pay the
principal and interest.
Proportionality – In closely held corps, debt held by the shareholder in the same proportion as
stock raises eyebrows with the Service. If close to equally leveraged, by what incentive
would the shareholder/debt holder enforce his/her own debt?
o “Stock overlap”: Assume that stock ownership and debt holdings are proportionally
equal among investers. Treasury says compare % stock owned and % of instrument in
question. If the lowest comparison from each investor added together tops 50%, then the
Hybrid instruments
The big banks have tried to eschew a one-or-the-other classification by issuing products with massive
hybrid characteristics that they claim allow for interest deductions while allowing for equity treatment
on balance sheets. The Service has made announcements indicating that it will pursue disputes on
such hybrids that have unreasonably long maturity dates or the ability to repay principal with corporate
stock. Anyway, this is still a gray area. But 385(a) was amended to add a parenthetical that allows the
Service to treat hybrids as scrambled transactions – in part stock, and in part indebtedness.
In tax advising, do everything to avoid hybrids if there is concern about debt v. equity. Also
make sure capitalization of corp isn’t too thin, that client adheres to the terms of the debt
instrument, and that strict proportionality is avoided.
The 385(c) obligation of consistency locks the issuer’s characterization of the interest at the time of
issuance, but doesn’t restrict the Service from the reclassification endeavor listed above. The rule only
applies to the issuers; it doesn’t apply to the holders and how they apply the interests to their taxes.
Problems 123
1. A, B, and C form Chez. A contributes: $80K cash; B contributes: building, $80K FMV ($20K
basis); C contributes: $40K cash, $40K goodwill. Each receives 100 shares Chez common.
Chez requires $1.8M additional capital. Goodwill Bank loans $900K at two points over prime for
mortgage on renovated building.
Look to flowchart for aid in D:E question
a) Assume A, B, and C will contribute the remaining $900K equally in the form of $300K, 5-year
notes at variable rate of prime –1%. Passes 385(b)(1) because there is a fixed determination of debt,
fixed time. But proportionality is 100%, and the outside D:E is 1.8M:240K, or 7.5:1 (and 12.9:1 if you
use AB for equity). The inside D:E is 900K:240K, or 3.75:1 FMV (6.4:1 AB). So this doesn’t pass
safe harbor, but it’s not necessarily considered debt. You’d have to make a case that it wasn’t (i.e.,
numbers for safe harbor are close, another party would possible have made the same kind of loan, etc.).
But could this really pass when considering the commercially inadequate interest rate?
b) Assume (a), but that the note is a 10%, 20 year debenture payable only out of net profit.
Difference from above is that this is a hybrid, and then the instrument loses one of its only positive
aspects in the “it’s debt” argument.
c) Same as (a), but the investors will personally guarantee the Bank’s loan (which is now unsecured).
Should this be treated as the bank loaning $300K to each shareholder, and thus reduce Chez’s D:E?
Under this two step characterization, would this then be considered a shareholder’s contribution to
capital? What about when Chez would attempt to deduct an interest payment to Bank? Chez would
have to distribute the interest in the form of a dividend to the shareholders, who would then pay the
bank as interest on a personal loan and deduct it themselves. So shareholders wouldn’t care because
there’s no tax repercussion. Well, as mentioned above, the D:E is substantially lowered. But in this
d) Assume that A will loan the entire $900K with the same terms as (a). Becomes straight debt,
because there is no proportionality. Unless, of course, A is related to either B or C.
e) Debt in form as an unconditional obligation. Chez stops paying interest, so if A doesn’t sue for
payments, then there was probably no intention to treat the debt instrument in question as true debt.
May be reclassified as equity if there is failure to perform corporate obligations.
If you need to see policy considerations or a narrative guide to 1244 for recharacterizing loss for small
business shareholders, look in CB 131-33.
165 - losses
Debt – worthless securities 165(g) Also consider 165(j), 163(f) (registration required unless
v. bad debt business (ordinary income deduction) 166 1) term < one year, or
v. non-business (capital loss deduction) 166 Generes 2) privately placed loans)
301(c) – 1. mandatory d
Capital assets merely change of form – do not increase corp’s net assets until the changed asset gains
interest.
316(a) – defines a dividend as any distribution of property made by a corporation to its shareholders
out of (1) earnings accumulated after Feb. 28, 1913 (“accumulated earnings and profits”), or (2)
earnings and profits of the current taxable year.
Makes two irrebuttable presumptions: (1) every distribution is made out of earnings and profits
to the extent that they exist, and (2) every distribution is deemed to be made out of the most
recently accumulated earnings and profits.
In testing for dividend status, look at the earnings and profits at the close of the taxable year in which
the distribution was made. Any dividend out of current earnings and profits is taxable, regardless of
historical deficits.
Problem 140
Gross profits from sales $20K
Dividends received from IBM 5K
LTCG 2.5K
Total gross income $27.5K
Deductions
Salaries – 10.25K
Dividends received (70%) – 3.5K
LTCL sale – 2.5K (limited by 1211)
Depreciation – 2.8K
Total $ 8.45K
Adjustments:
Tax exempt interest $ 3K
Dividends received deduction 3.5K (not allowed in computing earnings and profits; only in
Excessive depreciation 1.8K computing tax liability)
Total $ 8.3K
Decreases:
Excess of LTCL sale $ 2.5K
Estimated taxes .8K
Total $ 3.3K
2. Distributions of cash
301(a), (b), (c); 312(a); 316(a). Regs 1.301-1(a), (b); 1.316-2(a)-(c).
Distribution is amount shareholder receives. Every distribution is a dividend to the extent of current
E&P. Distribution above P&E reduces shareholder’s basis. If basis is fully reduced, then remainder is
computed as gain from sale or exchange.
Note: cash distributions are capable even if accumulated E&P has been reduced to zero. Any
appreciated asset that has collateral value can be borrowed against to provide a cash distribution, while
not being reported on the annual E&P computation.
Problem 144
a. ... and E&P is reduced to zero according to 312(a) ($17.5 reduced to the extend of Pelican’s
available $5K in E&P – 312(a) cannot force a negative E&P)
b. All $10K is a dividend, regardless of the fact that there’s an accumulated dividend. Every
distribution comes first out of current E&P. 316.
c. Allocate all year-end E&P pro rata to all distributions made during current year (2 distributions,
$2K per). 316. Now apply pro rata to accumulated E&P (316 “or”), wiping out the remaining $8K of
the first distribution (accumulated E&P not prorated over all distributions like current E&P) and
leaving $2K to split between the last distribution (half goes to each). Leaves $1K accumulated E&P
per shareholder, and combined with the $2K current E&P results in $3K left over. This remainder is
applied to reduce the shareholder’s AB.
d. $7.5K dividend because the current loss is offset by historical E&P. Assuming that current E&P
declines steadily during the current year, $10K/4 (distribution on ¼ year) = $2.5K.
1.316-2(b) current E&P deficit (see p. 1274) – If there is a deficit in the E&P, you can assume steady
decline as year goes along, unless corp can show specific items that caused the E&P loss. If so, then
E&P can be allocated in real-time according to the events that caused the operating loss.
Problem 148
a. Current E&P goes up $9K on realization of FMV distribution. 311. Gain is taxed, which reduces
E&P. Net consequence is $6K (assuming 1/3 tax) increase in current E&P. SH receives FMV basis in
property received. 301(d). Distribution becomes dividend to extent of E&P (both accumulated and
current),
b.
c. First, corporate tax consequences. $9K gain. 311(b). Corp level E&P rises to remaining level
after corp gain tax. Step 2: SH consequences. Amount of distribution = FMV – property’s associated
liabilities. 301(b)(2). $20K - $16K = $4K distribution. Corp current earnings (in this case, at least the
newly realized $6K) covers, so all $4K is a dividend. 312 (a), (b). The result is corp E&P increase of
$2K ($6K remaining from initial gain – $4K dividend = $2K). SH basis = FMV, regardless of the
encumbrance (the inherited debt will equal a deduction on interest for the recipient). Scott Szcorczik is
Ralph Wiggum.
d. Assume AB land = $30K. If corp simply distributes land, the it will realized loss of $10K (301(b)
says FMV is used to calculate loss). E&P gets hit at full AB, so with $25K accumulated and $15K
current E&P – $30K, result is $10K rolled over into accumulated E&P next year. 312(a)(3). Corp
should have sold the land and then distributed the profits.
e. 1016(a)(2) – depreciation as a deduction.
Problem 151
312(a)(2). Somewhere in here there’s a $5K return of capital. Corp can lower E&P $5K (current
discounted value of the debt obligation), and then reduces corp assets $100K (wiping out all E&P and
paying out $5K of capital assets). Equals net of $5K dividend. Plus, recipient will owe taxes on
interest income (since the note will pay $100K and he bought it for $5K, there will be essentially $95K
in interest accumulated over the life of the obligation).
5. Constructive distributions
Reg 1.301-1(j)
High rent, family salaries, etc. are tools corps use to avoid dividends – which they aren’t able to
deduct. Rest assured, the IRS will hunt these things out, smoke them out of their caves, and get them
running. See Nicholls (Tax Court 1971) (constructive dividend for personal use of corporate yacht –
dividend to mom and dad, gift from them to son. What about calling it constructive compensation to
James the sailor?). See also 482, Revenue Ruling (considering two fully controlled corps, where one
sells the other an item at a gross undervalue, allowing the other to avoid E&P increases and higher
corp income tax).
246(c) holding provisions: What of a corp buys stock immediately pre-dividend at stock + dividend
price, receives the dividend, then sells the stock post for its face value? Corp could record dividend as
income (at 30%), and then claim the reduced sale price as a STCL to use the “loss” on the difference
between their purchase and sale price to offset other income elsewhere.
What if X sells 15 to the corp? Reduces outstanding shares to 85, but X still maintains control of majority
shares. Still dividend treatment, even though there is different effect (no uniform dividend distribution,
ownership percentages and ROI entitlement altered, etc.). Normal dividend wouldn’t do that.
Assume complete redemption of Y. X percentage ownership increases to 75% (60/80); Z to 25% (20/80).
If there was a straight distribution of 20% of Alpha’s worth, then X would receive 12% of that amount; Y,
4%; and Z, 4%. But as this example goes, 20% is going to Y alone.
Wiedenbeck thinks that every redemption is in part a redemption and in part a sale because of the diluted
positive effects for remaining shareholders. Constructive dividend occurs to those shareholders who are
not actively participating in the transaction.
Problems 186
1. Y Corp, 100 common, 200 NV preferred; Alice, 80 common, 100 preferred; Cathy, 20
common, 100 preferred. Determine if 302(b)(2) applies?
a. Y redeems 75 of Alice’s preferred
i. No. Nonvoting stock never qualifies for 302 treatment. Always a dividend.
b. Same as (a), except Y also redeems 60 of Alice’s common.
2. Z Corp, 100 V common, 200 NV common, $100 FMV each; Don, 60 V common, 100 NV
common. Jerry, 40 V common, 100 NV common. If Z redeems 30 of Don’s V common, will
redemption qualify?
No.
Policy? If you are really cutting ties, then a redemption and gift of operating assets is close
enough to a liquidation that real liquidation is not necessary to show that control has been
relinquished – provided that there is an affirmative showing that ties ARE cut by the distributee.
Didn’t qualify for waiver of family attribution safe harbor because Davis only sold back the
preferred, and still had common stock outstanding. The (b)(3) safe harbor wouldn’t apply, either,
because the stock was nonvoting preferred, a transaction which can never avail itself to (b)(3)
protection.
Problems 219
1. Z corp, 100 shares. A, 28; B, 25; C, 23; D, 24. Dividend or not under (b)(1)?
(a) Near miss on (b)(2)(C)(ii) 80% test (80% of A’s original 28% interest is 22.4%; after
redemption with only 93 shares outstanding, control was 22.6%). 0.2% off, so near miss
and “meaningful reduction” sale treatment OK.
(b) Same as (a), but only five shares redeemed and A&D are related. Ownership before was
52% (w/attribution). After (w/95 shares outstanding) 49.4%. Passes (b)(1).
(c) Same as (b), except A&B are related instead. Ownership before was 53% (w/attribution).
After (w/95 shares outstanding) 50.1%. Fails (b)(2)(B) < 50% test.
(d) Same as (c), but A&B hate each other. Always apply attribution, regardless of family
hostility.
3. Individual owns 10 common at $15K basis. What happens if to basis of five shares are
redeemed in a transaction classified as a dividend?
Should up the basis of individual’s remaining shares to carry forward the outstanding basis
that was not recognized as a return to capital yet.
What if all 10 shares were redeemed in a dividend transaction because the family attribution
waiver was unavailable?
See Reg 1.302-2 Example 2. Basis transfers to related party. Ouch.
A. Partial liquidations
302(b)(4), (e)
A redemption qualifying as a “partial liquidation” under 302(b)(4) are taxed to the distributee
shareholder as a 302(a) exchange. 302(e) mandates that the focus of examination for whether a
redemption is a partial liquidation is on the corporate level.
1. Exceptional features
Must be noncorporate shareholders. Yes, they receive 301 and 243 DRD treatment; but
1059(e)(1)(A) will make it an extraordinary dividend and reduce the basis – creating capital
gains and more tax. HOWEVER, 302(e)(4) pro rata redemptions will qualify for sale
treatment.
2. Definition
i. In general – major corp business contraction
ii. Safe harbor – 302(e)(2), (3)
Note: If corporation simply distributes subsidiary’s stock, then corporate division rule in
355(a), (b) may apply – tax-free at both shareholder and corporate level if these provisions are
met (same requirements as partial liquidation safe harbor in 302(e)(2))
Problem 223
(a) Sale treatment for M & P from safe harbor exception; corp gets 301, 243 DRD, 1059
mess. Pro rata distribution, so no other tax schemes would work.
(b) Ruins the five-year requirement for the safe harbor.
(c) 302(e)(1) – when unforeseeable event causes destruction, and then proceeds of insurance
distribution are distributed to shareholders. Qualifies as sale treatment under general
rule.
(d) Sale treatment as a partial liquidation.
(e) Iris is a corp, so it is a dividend. Partial liquidation only for non-corporate distributees.
Only would qualify for sale treatment if Iris fell under one of the four 302 criteria. In this
case, 302(b)(3) termination of interest applies, so sale treatment OK.
(f) Won’t qualify under safe harbor because of five-year existence test. Also doesn’t
because it is a distribution of business assets and not a partial liquidation. See Reg 1.346-
1(a).
What about parent/subsidiary transactions? Subject to heightened scrutiny. When all the dust
settles in the transaction, look at the shareholder’s ownership interest in the parent corp.
Just know that when you have a sale of stock by a controlling shareholder to another corp that is
controlled, 304 may apply if there hasn’t been a change in control sufficient to award sale
treatment.
Problems 275
1. In reading Niedermeyer, make sure you are able to answer the following:
(a) Why did 304 apply to the sale by the taxpayers of their AT&T common stock to Lents?
(b) Given that 304 applies, how do you test the “redemption” to determine if the taxpayers have a
dividend?
(c) Why were the taxpayers unable to waive family attribution?
(d) How could they have avoided this unfortunate result?
Answered generally in the case comment above.
2. Bail Corp, 100 shares, no accumulated earnings or E&P. Out Corp, 100 shares, $5K
accumulated, no E&P. Claude, 80 Bail (basis = $500 per/$40K total), 60 Out (basis = $150
per/$9K total). Remaining shares owned by unrelated individual. Tax consequences when:
(a) Claude sells 20 Out to Basis for $4K ($1K over basis)?
(b) Same as (a), except Claude receives $3K and one Bail share (FMV $1K)?
(c) Same as (a), except Claude receives one Bail share, and Bail takes the 20 Out shares subject to
a $3K liability that Claude incurred to buy the 20 shares of Out?
(d) Claude sells his Out shares to Bail for $12K?
Problems 289
1. Tax consequences on these “redemptions” in light of 305?
(a) No tax.
(b) Both Fay and Joyce are taxed, because B stock dividend was optioned. Frank is taxed because
preferred holders had option (see statutory language “any”).
(c) No tax on A dividend; B dividend taxed normally as income under 301. 1-305.3(b)(4).
(d) Expands the preferred “bucket,” and runs into (2). Change of proportional interest. Two part test:
in addition to proportional interest, someone has to walk away with money or property. That
hasn’t really happened here, though, but the statutory parenthetical is broad enough to encompass
that type of regular dividend stock. So fails part two of the test as well.
(e) Frank still gets everything, even though there’s a new priority. The new priority doesn’t materially
change anyone’s proportional interest, because Preferred A still retains its full preference to E&P
before the subordinated preferred stock.
(f) Debenture holders are stockholders because the debentures are convertible, and thus fall under the
305(d) definitions as shareholders. Becomes disproportionate distribution.
(g) The conversion ratio on the preferred stock is designed to maintain the proportions of interest that
existed under the unmodified plan. Should be no adverse tax consequences because the
shareholder rights don’t change, and Frank’s common-to-common transfer is not in the 305
criteria. However, what about the “distribution” to Fay and Joyce on preferred stock? Well, any
dividend on preferred should normally be taxable, but (b)(4) allows an exception that won’t
enforce taxation if the “distribution” of a conversion ratio change is simply to preserve the interest
of the preferred shareholders in light of a stock split.
(h) Standard optional distribution that is taxable under 301.
(i) Preferred convertible into common. Option again, since this is basically a two-step common stock
distribution that will likely lead to a change in proportional share class ownership. Taxable unless
the IRS passes it as not disproportionate – (b)(5). Test includes showing of incentives for
conversion. In this case, because of the 20 year lifespan of the conversion, they will probably all
convert if the business is in any measure successful (provided that other incentives make
conversion unattractive). If everyone converts, then ownership interests will still be proportional.
but it appears that Fay and Joyce are taxable under (b)(5) and Frank is taxable under (b)(3)(B).
2. 305(c) problems if Z corp agrees to annual redemption of 50 shares at the election of each
shareholder, and A (500 shares) makes such an election two consecutive years? B (300) and C (200)
do not elect.
That would depend on whether Z Corp has any current E&P. Anyway, not in form a stock dividend,
but certain shareholder’s interest increase as this plan progresses. Redemption is processed under
302(a)(1) (303 or 304 possible, but not in this case). Well, not 20% termination of voting power, no to
everything else... So look to “meaningful reduction in ownership” according to Davis. After the first
redemption, B and C can combine respective vote to overturn anything A does where they couldn’t
before. A gets sale treatment, B and C have constructive stock dividend ONLY if it is a redemption to
which 301 applies. In this case, B and C pass Y1.
But in Y2, the redemption for A doesn’t meet the safe harbors, and A gets hit with 301 tax on that
year’s redemption. Now 305(c) looms for B and C. They seem to have constructive, taxable dividend
unless the redemptions are isolated. These redemptions are part of a periodic redemption plan, so they
be sunk in Y2.
The tax-bailout hook comes when a company distributes this stock, and then redeems it later
from the shareholder – avoiding the 301 taxable dividend status.
Of course, that leaves the question, “What is ‘common’ stock?” Typically, the IRS defines it
as any stock, whether voting or not, that participates without substantial restriction in
corporate growth.
RR 76-383 says that stock issued with a first right of refusal to the corp, but otherwise
completely like common stock (meaning without limitation on future equity rights) is
common stock because the right to sale will be a shareholder level decision to reduce
equity.
RR 79-163 says that any stock issued in a restructuring that has limited rights to
dividends or limited rights upon liquidation aren’t “common” stock.
Sold: More complex “look back” rule. Seller will generate ordinary income to the
extent that those shares would have been a dividend at the time of their original distribution.
So the seller has to look back to the corp’s E&P a the time of distribution to calculate how
much ordinary income they will realize on the current sale, and any excess realization is
treated as a reduction in basis of the 306 stock. Excess beyond that is normal gain from sale
of stock. The ordinary income cannot be claimed as a 243 DRD, and the issuing corp can’t
reduce E&P when 306 stock is sold.
Problems 309
1. In Y1, Argonaut Corp distributed nonconvertible, nonvoting preferred stock worth $1K to
Jason and Vera, unrelated 50/50 common shareholders. Common basis of $2K prior to
distribution and $3K immediately after. At time of distribution, Argonaut had $2K E&P. In
Y3, Argonaut had $3K E&P.
(a) Y1 tax consequences? Tax-free under 305(a) on distribution, but what about their basis?
307(a) for associated basis on dividends says that for tax-free dividends, take the basis of
the original stock and distribute it among the combined old and new stock proportionally.
In this case, preferred + common post is $1K + $3K = $4K FMV. Then take common
pre and distribute it proportionally according to the current FMV ($4K). Because $3K is
¾ of $4K, $1.5K basis of the $2K common pre is allocated to common post; the
remaining $.5K (¼ of $4K) is attributable to preferred.
(b) 306(a)(1)(A) says that Vera has $1K ordinary 301 income, limited only by the “ratable
share” exception and invoking the (a)(1)(A)(ii) look-back rule to check Y1 if it had been
cash instead of the stock distributed. Limit doesn’t come into play here because cash
distribution in Y1 would have been $1K.
(c) In this case, the $1K-would-have-been-dividend is automatically ordinary income ala (b),
supra. Additionally, the look-back rule says that there is $750 excess over the would-
have-been distribution. (a)(1)(B) says to add the ratable share limit ($1K) plus the
associated basis ($500 from (a), supra) leaves $250 that gets capital gain treatment. That
leaves $500 of tax-free return of basis. If Vera had sold for just over the ratable share
limit, then the excess basis would have been attributed to her remaining shares.
(d) All transactions are OK. No taint if dividend wasn’t possible in the first place – (c)(2).
(e) Any disposition (disposal) of stock that isn’t a redemption is taxable. (a), (a)(1).
However, since there is no recognized gain or loss, (b)(3) says that as to Jason only (a)
doesn’t apply. But this is a transfer of 306 stock, so it remains 306 tainted when Claude
tries to sell it – (c)(1)(C). The sale becomes ordinary income to the extent of the look-
back. The basis carries over from Jason. But Claude is completely terminating his
interest in Argonaut, and there is no grandparent to grandchild attribution, so 306(b)(1)
allows Claude to avoid 306 and he will receive LTCG treatment.
If Jason had died, then 306 doesn’t apply and the stock isn’t tainted.
(f) Redemption of Jason’s preferred for $1.5K and half of common for $5K?
Common stock gets exchange treatment under 302(b)(2) because of the substantial
reduction in control. Preferred is tainted, redemption was in Y3, in Y3 Argonaut has $3K
E&P, and all of the preferred redemption is a dividend. (a)(2). The common becomes a
$4.25K gain after basis ($750) is recovered, so what about 306(b)(4)(B)? Not in
pursuance of plan principally for tax avoidance, but Jason only disposed of part of the
common stock, so (b)(4) doesn’t apply. So what about that extra portion? It immunizes
at least half of the common because there isn’t any bail-out feature of common stock.
Only to the extent that you dispose of the underlying common stock that caused the 306
taint ...
(g) None would qualify for the (b)(4) exception because the bylaws indicate that this is purely
a tax avoidance move, implicating 306 taint and making all $1.5K receive 301 treatment.
2. Zapco Corp, 100 common (all owned by Sam Shifty), more than enough E&P.
(a)
(b)
F. Complete Liquidations
1. Complete liquidations under 331
A. Consequences to the shareholders
331, 334(a), 346(a) 453(h)(1)(A)-(B); Reg 1.331-1(a), (b), (e).
Normally treated as if shareholders had sold their stock to the corporation in exchange for the
corp’s assets. 331(a). Typically, the liquidating corp recognizes gain or loss as if it had sold the
distributed assets to the shareholders at FMV. Each shareholder recognizes gain or loss on the
difference between their adjusted basis in the stock and the amount. Each shareholder takes a
FMV step-up basis in the assets received.
Corp sale of assets on an installment method over more than one year will allow shareholders to
recover basis before reporting gain or loss.
Compare:
A) Corp sale of assets and corp liquidation;
B) In-kind liquidation and shareholder sale of assets.
B2 - Asset sale
$$ exchange
Shareholders
Third
Party
B1 – in-kind Buyer
liquidation
A2 – cash
liquidation
A1 - Asset sale
$$ exchange
Corp
A) Step 1 corp sale of assets taxed under 1001 as corp level gain/loss recognition; Step 2 SH
recognition under 331. Double tax in effect, right result.
Segue to next section: Congress remedied this discrepancy in same end result/different tax
regimes problem by forgiving the corporate tax in the first example. In 1986, Congress revisited
the issue and enacted 336 requiring corporate-level recognition.
Problem 315
A, 100 shares Humdrum, $10K basis. Humdrum has $12K accumulated E&P. Humdrum
liquidates; tax consequences to A?
(a) Humdrum distributes $20K to A in exchange for stock?
(b) What if (a) above was a $10K distribution in Y1 and another $10K in Y2? Any problem with
no formal plan of complete liquidation?
(c)
(d)
(e)
Look at the above diagramed transaction. What if there is a third option, where shareholders
sell their stock directly to the third party buyer (Step 1), and then the buyer in-kind liquidates
(Step 2)? Triggers 1001 gain/loss at shareholder level; in-kind asset exchange invokes 336
asset level gain/loss. All of the first three are asset acquisitions.
What about a fourth option? Step 1, corp sale of assets; Step 2, no liquidation. 1001
asset g/l, invest sale proceeds in Step 2, but therein lies the rub. Any accumulated,
Fifth option: 1. SH sale of stock to 3PB; 2. 3PB doesn’t liquidate. 1001 stock g/l; avoids
336 corp level asset gains.
Sixth option: 1. SH sale of at least 80% stock; 2. 3PB is corp and liquidates. 1001 g/l; but
in-kind liquidation defers corp tax to the shareholders upon sale of their shares. 336
337, 334(b), 381(a)(1).
Seventh option: 1. SH sale of stock; 2. 3PB elects 338. The Kimbell-Diamond case –
step transaction, in substance a direct asset acquisition. Electing 338 considers the stock
sale an asset acquisition. Would only make this election in three circumstances: if assets
have net declined in value; if assets have appreciated, but if target corp has net operating
loss carryovers; and
Problem 328
2. Liquidation of a subsidiary
A. Consequences to the shareholders
332, 334(b)(1), 1223(1); Reg 1.332-1,-2,-5.
Subsidiary
337
A. Taxable Acquisitions
A. Penalty Taxes
Who can Employee; Employee; Employee and Employee and Employer Employer Employee and
contribute employer employer employer employer employer
contributions are contributions are
optional optional
Cost index Low to High Low to Medium Low to Medium Low to Medium Low to High Low Low
depending upon depending upon
design complexity, design complexity,
service model service model
adopted and other adopted and other
factors factors
Maximum The lesser of The lesser of The lesser of The lesser of None None. The lesser of
employee deferral $19,000 for 2019 $19,000 for 2019 $19,000 for 2019 $13,000 for 2019 Contributions are $13,000 for 2019
contribution (indexed for (indexed for (indexed for (indexed for generally by (indexed for
inflation each inflation each year) inflation each inflation each Employer only inflation each
year) or 100% of or 100% of year) or 100% of year) or 100% of year) or 100% of
compensation compensation compensation compensation compensation
This chart is licensed under a Creative Commons Attribution-NoDerivatives 4.0 International License.
(Revised March 12, 2019 - www.401khelpcenter.com)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Page 1
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Employer Discretionary; Discretionary; Required match of Required match of Discretionary; Discretionary; Required match of
contributions maximum tax- maximum tax- 100% on the first 100% up to 3% of maximum tax- cannot exceed the 100% up to 3% of
deductible deductible 3% of employee employee's deductible lesser of 25% of employee's
employer employer deferral plus 50% compensation employer the emplo ee s compensation
contribution is contribution is 25% on the next 2% of contribution is compensation or (may be reduced
25% of eligible of eligible payroll; employee deferral OR 25% of eligible $56,000 to 1% in 2 of any
payroll; overall overall maximum payroll; overall 5 years)
maximum contribution per OR 2% of maximum
contribution per eligible employee is compensation to contribution per
OR
eligible employee 100% of 3% of all eligible eligible employee
is 100% of compensation not compensation to employees is 100% of
compensation not to exceed $56,000 all eligible compensation not 2% of
to exceed $56,000 employees to exceed $56,000 compensation to
all eligible
employees
Catch-up $6,000 for 2019 $6,000 for 2019 $6,000 for 2019 $3,000 for 2019 N/A N/A $3,000 for 2019
contributions for (indexed for (indexed for (indexed for (indexed for (indexed for
those ages 50 and inflation each inflation each inflation each inflation each inflation each
older year)1 year)1 year)1 year)1 year)
Employee eligibility Age requirement Age requirements Age requirement Age requirement Age requirement Age requirement All employees
cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; cannot exceed 21; earning $5,000 for
service service service service service have earned any past two years
requirement can t requirements can t requirement can t requirement can t requirement can t compensation in and is expected to
exceed one year; exceed one year exceed one year; exceed one year; exceed one year; three of the past do so in current
may exclude union may exclude union may exclude union two years if 100% five years; year; no age limit
employees employees employees vested; may received permitted; may
exclude union compensation of at exclude union
employees least $600; may employees
exclude union
employees
This chart is licensed under a Creative Commons Attribution-NoDerivatives 4.0 International License.
(Revised March 12, 2019 - www.401khelpcenter.com)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Page 2
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Who directs Employer/Trustee Individual Employer/Trustee Individual Employer/Trustee Individual Individual
investments? or plan may or plan may or plan may
allow individual allow individual allow individual
direction direction direction
IRS reporting by Form 5500 Form 5500-EZ Form 5500 Form 5500 Form 5500 None None
employer when plan assets
reach $250,000
Establishment By the last day of By the last day of Any date between Any date between By the last day of Established by the Any date between
deadline the plan year for the plan year for January 1 and January 1 and the plan year for time the corporate January 1 and
which the plan is which the plan is October 1; may October 1; which the plan is tax return (with October 1;
effective effective not have an as soon as effective extensions) is filed as soon as
effective date that administratively for the tax year in administratively
is before the date feasible for which the feasible for
plan actually businesses deduction is being businesses
adopted established taken established
after October 1st after October 1st
This chart is licensed under a Creative Commons Attribution-NoDerivatives 4.0 International License.
(Revised March 12, 2019 - www.401khelpcenter.com)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Page 3
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
Funding deadline Employee Unincorporated Employee Employee Contributions must Funded by the Employee
contributions must businesses -- contributions must contributions must be deposited by time the corporate contributions must
be deposited as employer/employee be deposited as be deposited as the time the tax return (with be deposited as
soon as contributions: by soon as soon as corporate tax extensions) is filed soon as
administratively the time the administratively administratively return (with for the tax year in administratively
possible2; corporate tax possible2; possible2; extensions) is filed which the possible; employer
employer return (with employer employer for the tax year in deduction is being contributions must
contributions must extensions) is filed contributions must contributions must which the taken be deposited by
be deposited by for the tax year in be deposited by be deposited by deduction is being the time the
the time the which the the time the the time the taken corporate tax
corporate tax deduction is being corporate tax corporate tax return (with
return (with taken; incorporated return (with return (with extensions) is filed
extensions) is filed businesses -- extensions) is filed extensions) is filed for the tax year in
for the tax year in Employer for the tax year in for the tax year in which the
which the contributions: by which the which the deduction is being
deduction is being tax-filing date plus deduction is being deduction is being taken
taken extensions and taken taken
employee
contributions must
be deposited as
soon as
administratively
possible.
This chart is licensed under a Creative Commons Attribution-NoDerivatives 4.0 International License.
(Revised March 12, 2019 - www.401khelpcenter.com)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Page 4
Safe Harbor
Feature 401(k) Solo 401(k) SIMPLE 401(k) Profit Sharing SEP IRA SIMPLE IRA
401(k)
When can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can Withdrawals can
withdrawals be generally be made generally be made generally be made generally be made generally be made be taken at any be taken at any
taken for the following for the following for the following for the following for the following time; withdrawals time; withdrawals
reasons: reasons: reasons: reasons: reasons: taken prior to an taken prior to an
employee reaching employee reaching
termination of termination of termination of termination of termination of age 59½ may be age 59½ and
employment employment employment employment employment subject to IRS within the first two
disability disability disability disability disability penalties; years of
withdrawals are participation, may
death death death death death generally be subject to a
retirement retirement retirement retirement retirement considered taxable 25% early
hardship hardship hardship hardship hardship income withdrawal
penalty; after two
If taken prior to an If taken prior to an If taken prior to an If taken prior to an If taken prior to an years, a 10% early
employee reaching employee reaching employee reaching employee reaching employee reaching withdrawal penalty
age 59½ may be age 59½ may be age 59½ may be age 59½ may be age 59½ may be would apply;
subject to a 10% subject to a 10% subject to a 10% subject to a 10% subject to a 10% withdrawals are
penalty;3 penalty;3 penalty;3 penalty;3 penalty;3 generally
withdrawals are withdrawals are withdrawals are withdrawals are withdrawals are considered taxable
generally generally generally generally generally income
considered taxable considered taxable considered taxable considered taxable considered taxable
income income income income income
1. This is a design option that the plan may or may not permit.
2. Plans with fewer than 100 participants must deposited employee deferrals no later than seven business days after the date the amount is withheld.
3. There is an exception to this rule which allows an employee who retires during the calendar year in which they turn 55, or later, to withdraw without penalty.
IMPORTANT NOTE: This chart provides a high-level comparison of the features and benefits of the plans included and is not intended as a comprehensive or detailed review of
each plan type. It is intended to be general in nature. As a result, exceptions to each plan feature can exist. Be sure to consult with a professional retirement planner or expert
before you act on any information contained in this chart.
This chart is licensed under a Creative Commons Attribution-NoDerivatives 4.0 International License.
(Revised March 12, 2019 - www.401khelpcenter.com)
This chart is provided as general guidance on the subject covered and is
not intend to be authoritative or to provided legal, tax, or investment advice.
Page 5
2017 Plan Comparison
Traditional lRA Roth lRA SEP SIMPLE lRA Profit Sharing/ 403(b)(7)*/Roth 403(b)(7) 401(k)/Roth 401(k) Safe Harbor 401(k)/ Individual K/
Money Purchase Roth Safe Harbor 401(k) Roth Individual K
Plan Features Contributions may be tax Tax-free growth and distributions Employer-funded; easy to establish Employee-funded; easy to Employer-funded; allows Primarily employee-funded; easy Employee-funded with possible Employee- and employer-funded; Employee- and employer-funded;
deductible (if individual falls (provided certain conditions are and maintain; minimal IRS filings establish and maintain; no ADP/ restricted coverage; allows to establish and maintain; pre- employer contribution; allows allows employers to maximize allows control over when the
within income guidelines); can met); nondeductible contributions and paperwork; low cost ACP nondiscrimination testing; control over when the money tax contributions may reduce restricted coverage; allows control contributions made by highly money will be withdrawn;
be used in conjunction with any may be made even after age 701 ⁄ 2 ; mandatory employer contributions; will be withdrawn; may allow employee's current taxable income over when the money will be compensated employees; may allow for loans; designed
retirement plan can be used in conjunction with any employer cannot maintain another for loans withdrawn; may allow for loans mandatory employer contributions; specifically for owner-only
retirement plan retirement plan no ADP/ACP discrimination testing businesses
Who May Establish Age limit: 701 ⁄ 2 Age limit: None Sole proprietors, partnerships, Employers with 100 or fewer Sole proprietors, partnerships, Public schools and 501(c)(3) Sole proprietors, partnerships, Sole proprietors, partnerships, Employer-only businesses
Income limit: None Income limit: $133,000 for single corporations, nonprofits, employees, including sole corporations, nonprofits, organizations corporations, nonprofits corporations, nonprofits including sole proprietors,
and $196,000 for joint government entities proprietors, partnerships, government entities partnerships, corporations,
corporations, nonprofits, and and nonprofits (may employ
government entities spouse)
Establishment Deadline Tax filing deadline Tax filing deadline Tax filing deadline plus extensions October 1 Plan year end, usually December Plan year end, usually December Plan year end, usually December October 1 Plan year end, usually December
(generally April 15) (generally April 15) 31 for calendar year plans 31 for calendar year plans 31 for calendar year plans 31 for calendar year plans
Contribution Tax filing deadline Tax filing deadline Tax filing deadline plus extensions Salary deferrals made on each pay Tax filing deadline plus Salary deferrals made on each pay Salary deferrals withheld each pay Salary deferrals withheld each pay Salary deferrals withheld
Deadline (generally April 15) (generally April 15) period; employer contributions by extensions period; employer contributions by period; for sole proprietors, when period; for sole proprietors, when each pay period; for sole
tax filing deadline plus extensions tax filing deadline plus extensions business income is determined; business income is determined; proprietors, when business
employer contributions by tax filing employer contributions by tax filing income is determined; employer
deadline plus extensions deadline plus extensions contributions by tax filing
deadline plus extensions
Contribution Annual contributions of up to Annual contributions of up to 25% of compensation up to Employees can defer up to $12,500; 25% of compensation up to Employees can defer up to Employees can defer up to Employees can defer up to $18,000; Employees can defer up to
Limit/Requirements $5,500 or 100% of compensation $5,500 or 100% of compensation $54,000; approximately 20% catch-up contributions of $3,000 $54,000; approximately 20% $18,000; catch-up contributions $18,000; catch-up contributions catch-up contributions of $6,000 if $18,000; catch-up contributions
(whichever is less); catch-up (whichever is less); catch-up for sole proprietors (due to self- if age 50 or older; employer must for sole proprietors (due to self- of $6,000 if age 50 or older; of $6,000 if age 50 or older; age 50 or older; employer typically of $6,000 if age 50 or older;
contributions of $1,000 if age is contributions of $1,000 if age is employment deduction) match dollar for dollar up to 3% employment deduction); PSP employer contribution of 25% of employer contribution of 25% contributes dollar for dollar on the employer contribution of 25%
50 or older; nonemployed spouses 50 or older; nonemployed spouses of compensation (can be lowered contributions are discretionary compensation; total combined of compensation (approximately first 3% and $.50 on the dollar of compensation (approximately
may also contribute up to $5,500 may also contribute up to $5,500 to 1% for two of every five years) and MPP contributions are employer and employee 20% for sole proprietors due for the next 2%; other employer 20% for sole proprietors due
per year if conditions are met per year if conditions are met OR 2% of compensation as a non- required by percentage specified contributions cannot exceed $54,000 to self-employment deduction); contribution options are available; to self-employment deduction);
($6,500 if over 50) ($6,500 if over 50) elective contribution in plan document (excludes catch-up contribution); total combined employer and additional non-safe harbor employer total combined employer and
long-tenured catch-up contribution employee contributions cannot contributions are allowed employee contributions cannot
for employees of 15 years or more exceed $54,000 (excludes catch-up exceed $54,000 (excludes catch-
with same employer contribution) up contribution)
Who Contributes Individual Individual Employer Employee and Employer Employer Employee and Employer Employee and Employer Employee and Employer Individual
Maximum Employee N/A N/A Age 21 or older, worked three of Earned at least $5,000 during Age 21 or older, worked one year Generally, all employees Age 21 or older, worked one year; Age 21 or older, worked one year; N/A
Eligibility Restrictions last five years and earned at least any two prior years and is (or two years if 100% immediate may exclude employees who work may exclude union employees and
$600 in each of those years; may expected to earn at least $5,000 vesting); may exclude employees less than 1,000 hours per year, union nonresident aliens; may not exclude
exclude union employees and in current year; may exclude who work less than 1,000 hours employees, and nonresident aliens employees due to minimum hours or
nonresident aliens union employees and nonresident per year, union employees, and last-day rules
aliens; no age limit restriction nonresident aliens
Vesting 100% 100% 100% 100% for both employee and Vesting schedule allowed 100% 100% for employee contributions; 100% for both employee and Vesting schedule allowed but
employer contributions vesting schedule allowed for employer contributions; vesting generally not used
employer contributions schedule allowed for any employer
contributions made in addition to
mandatory safe harbor contributions
Distributions Distributions taken prior to Tax-free distributions allowed Distributions taken prior to Distributions taken prior to age Distributions can only be taken Distributions can only be taken Distributions can only be taken with Distributions can only be taken with Distributions can only be taken
age 591 ⁄ 2 may be subject to a provided certain conditions are age 591 ⁄ 2 may be subject to a 591 ⁄ 2 may be subject to 10% with a triggering event such with a triggering event such a triggering event such as death, a triggering event such as death, with a triggering event such
10% penalty tax, in addition to met; no minimum distributions 10% penalty tax, in addition to penalty tax, in addition to ordinary as death, permanent disability, as death, permanent disability, permanent disability, attainment permanent disability, attainment as death, permanent disability,
ordinary income tax; minimum required at age 701 ⁄ 2 ordinary income tax; minimum income tax (25% penalty applies attainment of plan’s normal attainment of 591 ⁄ 2 , separation of plan’s normal retirement age, of plan’s normal retirement age, attainment of plan’s normal
distributions required at 701 ⁄ 2 ; distributions required at 701 ⁄ 2 ; if distribution is within two retirement age, separation from from service or plan termination, separation from service or plan separation from service or plan retirement age, separation from
exceptions to 10% penalty exceptions to 10% penalty years of participation); minimum service or plan termination; any or hardship; any distributions termination; any distributions termination; any distributions service or plan termination; any
may apply may apply distributions required at 701 ⁄ 2 ; distributions taken prior to age taken prior to age 591 ⁄ 2 (age 55 if taken prior to age 591 ⁄ 2 (age 55 taken prior to age 591 ⁄ 2 (age 55 distributions taken prior to age
exceptions to 10% penalty 591 ⁄ 2 (age 55 if separated from separated from service) may be if separated from service) may if separated from service) may 591 ⁄ 2 (age 55 if separated from
may apply service) may be subject to 10% subject to a 10% penalty tax, in be subject to 10% penalty tax, in be subject to 10% penalty tax, in service) may be subject to 10%
penalty tax, in addition to ordinary addition to ordinary income tax; addition to ordinary income tax; addition to ordinary income tax; penalty tax, in addition to ordinary
income tax; minimum distributions minimum distributions may be minimum distributions may be minimum distributions may be income tax; minimum distributions
may be required at 701 ⁄ 2 required at 701 ⁄ 2 required at 701 ⁄ 2 required at 701 ⁄ 2 may be required at 701 ⁄ 2
Loan Features Not available Not available Not available Not available Allowed Allowed Allowed Allowed Allowed
Plan Administration None None None None IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS Form 5500 and other ERISA IRS 5500 EZ when plan assets
requirements** requirements if subject to ERISA** requirements** requirements** reach $250,000
*Employer may make matching or discretionary contributions within an ERISA 403(b); ERISA 403(b)s are subjected to ERISA requirements. **Owner-only plans are not required to file IRS 5500 until assets reach $250,000 or terminate. LPL Financial does not provide tax advice. Please consult your tax advisor.
Retirement Plan Portability
Receiving Plan Annual Contribution Limits 2016 2017 Tax Deductibility of IRA Contributions
(Tax Year 2017) for Participants in
To IRA Traditional IRA, Roth IRA, $5,500 $5,500 Employer-Sponsored Retirement Plans
Roth SIMPLE Coverdell Qualified SIMPLE Government
(Traditional SEP IRA Roth 401(k) 403(b) Roth 403(b) Spousal, Guardian
From IRA IRA ESA Plans3 401(k) 457(b)
Spousal) - IRA contributions are fully deductible if neither you nor your spouse
Traditional, Roth, Spousal IRA $1,000 $1,000 participates in an employer-sponsored retirement plan such as 401(k),
IRA Transfer or Transfer or
2
Catch-Up Contribution
Transfer or Conversion NO Rollover NO Rollover NO Rollover Rollover 403(b), or pension plan.
(Traditional Rollover Rollover2
Spousal) Rollover
- Deductibility is limited if you or your spouse participate in an
Coverdell ESA (per beneficiary) $2,000 $2,000 employer-sponsored retirement plan. Refer to the chart below to
Roth Recharacter- Transfer or Recharacter- NO NO NO NO NO NO NO NO figure your deduction.
IRA ization Rollover ization Employer Deduction Limit (SEP, MPP, 25% 25%
PSP, 401(k)5) aggregate aggregate
Transfer or Transfer or Transfer2 or comp comp Modified Adjusted Gross Income Maximum Maximum
SEP IRA Conversion NO Rollover NO Rollover NO Rollover Rollover
Rollover Rollover Rollover2 2017 2017
Elective Deferral (402(g) Limit): 401(k), $18,000 $18,000
SARSEP, 457 and 403(b)) Deduction Deduction
Married Filing Jointly Married
SIMPLE Transfer2 or Transfer2 or Transfer or Single for Those for Those
Conversion NO Rollover2 NO Rollover2 NO Rollover2 Rollover2
Delivering Plan
IRA Rollover2 Rollover2 Rollover Defined Contribution 415 Limit 100% comp 100% comp Filing Under Age 50 and
Filers You Only Spouse
(the lesser of) or $53,000 or $54,000 Separately Age 50 Older
Participate Participates
Coverdell Transfer or
NO NO NO NO NO NO NO NO NO NO Salary Deferral Catch-Up Limit $6,000 $6,000
ESA Rollover $62,000 $99,000 $186,000
(does not count against 415 limits $0 $5,500 $6,500
& under & under & under
Qualified Transfer or
4 in a 401(k) plan)
Rollover Conversion Rollover Rollover2 NO Rollover Rollover NO Rollover Rollover $63,000 $101,000 $187,000 $1,000 $4,950 $5,850
Plans3 Rollover
SIMPLE Plan Deferral $12,500 $12,500
$64,000 $103,000 $188,000 $2,000 $4,400 $5,200
Transfer4 or
Roth 401(k) NO Rollover NO NO NO NO NO Rollover NO NO SIMPLE IRA Catch-Up Limit $3,000 $3,000
Rollover $65,000 $105,000 $189,000 $3,000 $3,850 $4,550
Transfer or Defined Benefit 415 Limit $210,000 $215,000 $66,000 $107,000 $190,000 $4,000 $3,300 $3,900
403(b) Rollover Conversion Rollover Rollover2 NO Rollover NO Rollover Rollover Rollover
Rollover
$67,000 $109,000 $191,000 $5,000 $2,750 $3,250
Annual Compensation Cap $265,000 $270,000
Transfer4 or $68,000 $111,000 $192,000 $6,000 $2,200 $2,600
Roth 403(b) NO Rollover NO NO NO NO Rollover NO NO NO
Rollover SEP Participation Compensation $600 $600
$69,000 $113,000 $193,000 $7,000 $1,650 $1,950
SIMPLE Highly Compensated Employee (HCE) $120,000 $120,000 $70,000 $115,000 $194,000 $8,000 $1,100 $1,300
Rollover Conversion Rollover Rollover2 NO Rollover NO Rollover NO Rollover Rollover
401(k)
Key Employee Officer Definition $170,000 $175,000 $71,000 $117,000 $195,000 $9,000 $550 $650
Government Transfer or
Rollover Conversion Rollover Rollover 2
NO Rollover NO Rollover NO NO $72,000 $119,000 $196,000 $10,000
457(b) Rollover Social Security Taxable Wage Base $118,500 $127,200 $0 $0
& over & over & over & over
1
After-tax contributions require special consideration. Client should consult with a 3
Qualified plans include profit sharing, money purchase, defined benefit, ESOP, 5
Owner-only plans are not required to file IRS Form 5500EZ SF until assets reach This chart is designed to give you a basic overview of IRA deductions.
tax advisor for portability guidelines. target benefit. $250,000 or terminate. LPL Financial does not provide LPL Financial recommends you consult with a qualified tax advisor
2
Available only after the individual has been a SIMPLE plan participant for over 4
Only a plan merger could be done as a transfer. All other movement would need tax advice. Please consult your tax advisor. before making IRA decisions.
two years. to be done as a rollover.
PORTABILITY DEFINITIONS
Tax Year
2007 401(k) Roth 401(k) Traditional IRA Roth IRA
Contributed money is at first post tax money.
However, contributions are may be tax
Tax Implications deductible which reduce your tax basis for that
Money is deposited as "tax deferred" and then Income is post tax money and no taxes have to tax year. Then, distributions are taxed at the Income is post tax money and no taxes have to
taxed at normal income bracket for distributions be paid under qualified distributions normal income for distributions paid under qualified distributions
$15.5k/yr for under 50, $20.5k/yr for 50 and over $15.5k/yr for under 50, $20.5k/yr for 50 and over
Contribution in 2007; limits are a total of trad 401k and Roth in 2007; limits are a total of trad 401k and Roth
Limits 401k contributions. Employee and employer 401k contributions. Employee and employer $4k/yr for age 49 or below; $5k/yr for age 50 or $4k/yr for age 49 or below; $5k/yr for age 50 or
combined contributions must be lesser of 100% combined contributions must be lesser of 100% above in 2007; limits are total for trad IRA and above in 2007; limits are total for trad IRA and
of employee's salary or $45k. of employee's salary or $45k. Roth IRA contributions combined Roth IRA contributions combined
Employer or
Individual Employer sets up this plan Employer sets up this plan Individual sets up this plan Individual sets up this plan
Matching
Contributions Matching contributions available through
Matching contributions available from employers. employers, but they must sit in a pretax account No matching contributions available No matching contributions available
Must start withdrawing funds at age 70 1/2 Must start withdrawing funds at age 70 1/2
Forced
unless employee is still employed and owns less unless employee is still employed and owns less Must start withdrawing funds at age 70 1/2
Distributions than 5% of the company. Penalty is 50% of than 5% of the company. Penalty is 50% of unless employee is still employed. Penalty is
minimum distribution. minimum distribution. 50% of minimum distribution. None.
Conversions Can be converted to A Roth IRA. Taxes need to Cannot be converted to a trad 401k, but upon Can be converted to a Roth IRA. Taxes need to
be paid during the year of the conversion. Other termination of employment, can be rolled into be paid during the year of the conversion. Other
limiations though Roth IRA limitations though.
Funds can be either transferred to another Funds can be either transferred to another
Changing institution or they can be sent to the owner of the institution or they can be sent to the owner of the
Institutions Can roll over to another employer's 401k plan or trad IRA who has 60 days to put the money in Roth IRA who has 60 days to put the money in
to an (traditional?) IRA at an indepenent Can roll over to another employer's Roth 401k or another institution in a rollover contribution to another institution in a rollover contribution to
institution. to an Roth IRA at and independent institution. another traditional IRA another Roth IRA
Page 1 of 2
Feature SEP SIMPLE IRA Money purchase Safe harbor 401(k) 401(k)
Any employer Employers who, on any day Any employer Any employer Any employer Any employer
employer during the preceding year,
have 100 or fewer employees
earning $5,000 or more in
compensation. No other plan
may be maintained at the
same time.
October 1 of current year Last day of employer’s Last day of employer’s New plans must be established Last day of employer’s
deadline, including taxable year taxable year three months prior to plan year- taxable year
extensions end. Existing plans must be
May be less restrictive, May be less restrictive but May be less restrictive, May be less restrictive, May be less restrictive, but cannot May be less restrictive,
employees but cannot exclude cannot exclude employees but cannot exclude but cannot exclude exclude employees who exceed: but cannot exclude
employees who exceed: who receive $5,000 in employees who exceed: employees who exceed: • Age 21 employees who exceed:
• Age 21 compensation in each • Age 21 • Age 21 • Completion of one year of service • Age 21
• Employed three of the year of any two preceding • Completion of one year • Completion of one year • Completion of one year
years (doesn’t have to of service (1,000 hours of service (1,000 hours sharing and match may be two of service (1,000 hours
be consecutive) and are in 12 months). May in 12 months). May years if 100% immediate vesting.
• $600 annual income
expected to receive $5,000 be two years if 100% be two years if 100% sharing and match may
Requires 100% in the current year.
participation of eligible immediate vesting. immediate vesting. be two years if 100%
employees. immediate vesting.
Employer’s discretion up Employer must make either: Mandatory employer Employer’s discretion up Employer must make dollar-for- Employer’s discretion up to
to 25% of employee’s dollar-for-dollar matching to 25% of eligible payroll. dollar matching contributions up to 25% of eligible payroll. Can
employer compensation with a contributions up to 3% of in plan document. Up to Maximum allocation per 3% of employee compensation and be made as a matching
maximum of $56,000 employee compensation, 25% of eligible payroll employee is $56,000 50 cents on the dollar for the next
for 2019. If contribution not to exceed $13,000 with a maximum of for 2019. 2% of employee compensation contribution, or both.
is made, requires 100% per employee for 2019, or $56,000 per employee or contribute 3% of total eligible
participation of eligible contribute 2% of total eligible for 2019. employee compensation.
employees. employee compensation, not
to exceed $5,600 for 2019. sharing contributions allowed. Total
employer contributions may not
exceed 25% of eligible payroll.
Page 2 of 2 , continued
Feature SEP SIMPLE IRA Money purchase Safe harbor 401(k) 401(k)
employer deadline, including deadline, including deadline, including deadline, including including extensions including extensions
extensions extensions extensions extensions
Employees can contribute Employees can defer up to N/A N/A Employees can defer up to $19,000 Employees can defer up to
a traditional IRA $13,000 per year (2019), per year (2019), or 100% of $19,000 per year (2019), or 100%
employee contribution of up to or 100% of compensation, compensation, whichever is less. of compensation, whichever is
$6,000 per year (2019), or whichever is less. Employees who are age 50 and older less. Employees who are age 50
$7,000 if age 50 or older, Employees who are age can defer an additional $6,000. and older can defer an additional
to their SEP account in 50 or older can defer an Employee and employer contributions $6,000. Employee and employer
addition to the employer’s additional $3,000. per employee cannot exceed $56,000, contributions per employee cannot
SEP contribution. or $62,000 if age 50 or older. exceed $56,000, or $62,000 if age
50 or older.
Deduction for employer. Employer contributions Deduction for Deduction for Employer contributions deductible Employer contributions deductible
and deferrals Tax-deferred for deductible to employer, employer. Tax- employer. Tax- to employer, tax-deferred for to employer, tax-deferred for
employee. tax-deferred for employee. deferred for deferred for employee. Employee contributions employee. Employee contributions
Employee contributions are employee. employee. are pre-tax and tax-deferred. are pre-tax and tax-deferred.
pre-tax and tax-deferred.
100% vested immediately 100% vested immediately Several permissible Several permissible 100% vested immediately on Several permissible vesting
vesting schedules vesting schedules Safe Harbor contributions, vesting schedules
schedule allowed on non-safe
Generally not subject to No testing Subject to top- Subject to top-heavy Plan will pass 401(k) ADP and Subject to ADP, ACP and top-heavy
top-heavy testing heavy testing testing ACP tests if Safe Harbor rules are testing
followed and will also meet top-
heavy test requirements
Same as IRA. 10% 10% premature 10% premature 10% premature 10% premature distribution 10% premature distribution
premature distribution distribution penalty distribution distribution penalties penalties may apply. Must begin penalties may apply. Must begin
penalty may apply. Must may apply; penalty is penalties may may apply. Must distributions at age 70½ unless still distributions at age 70½ unless still
begin distributions at increased to 25% during apply. Must begin begin distributions employed.2 In-service distributions employed.2 In-service distributions
age 70½. In-service distributions at at age 70½ unless available if plan document allows. available if plan document allows.
distributions allowed. distributions at age 70½. age 70½ unless still employed.2 In-
In-service distributions still employed.2 In- service distributions
allowed. service distributions available if plan
not allowed. document allows.
1. Loan Limits: Maximum of 50% of vested balance up to $50,000. Payments must be made at least quarterly with level amortization.
2. Owners of 5% or more of a company must start distributions at age 70½.
RBC Wealth Management, a division of RBC Capital Markets, LLC, Member NYSE/FINRA/SIPC. © 2018 All rights reserved. 20147 (12/18)
Partnership Tax Notes
Code pages 126-160
Regulations pages 480-735
Partnerships & LLCs: unlike corporations, not federal taxpaying entities. Gains and
losses flow through to partners. Losses can be used as flowing through as deductions as
against other items of income. Capital losses of partnership flow through to returns of
partners. These losses retain their character as capital losses. Unused losses in current
year can be carried forward indefinitely.
Limitations: (a) 465: a taxpayer can use a loss from an activity to offset or
shelter other unrelated income only to the extent that the TP was economically at risk in
the losing activity. Generally, not considered to be at risk w.r.t. nonrecourse debt,
because no economic exposure to pay back debt. (b) 469: “passive activity” loss rules.
We'll see this later.
S Corporation § 1361
Single taxation scenario.
Business losses can flow through by S Corp to its SHs for use by SHs on their own
individual returns subject to 465 and 469
S Corps are limited to corporations that have 100 or fewer Shs
each SH has to be an individual who is either (a) a US Citizen or (b) a US Resident
all SHs will share all gains, losses, deductions, etc. based on % of outstanding stock
owned
Distribution of appreciated property by S Corp to SHs subject to gain recognition rule
discussed earlier. While S nontaxable corp, will flow through to SHs.
FORMATION OF A PARTNERSHIP
In problems, we want to keep track of not only tax consequences but also book/financial
consequences resulting from the contributions made to the business. To do this, we
create a financial statement for the business that keeps track of both tax and financial
consequences. Partnership’s book value will reflect assets at their FMV @ time of
contribution. Partners' individual book capital accounts represent their financial
interests in the business, and equal FMV of what partner contributed to business (i.e.
economic-financial interest; tells us what partner would get if business were to liquidate
and sell off all of its assets for their book values and pay off all of the businesses'
liabilities).
Contributions of Property
→ rules do NOT apply to contributions of services
Nonrecognition
Section 721(a) provides that not gain or loss shall be recognized to a partnership or to any
of its partners on a contribution of property to the partnership in exchange for an interest
in the partnership
EXCEPTION: Section 721(b) provides for recognition of gain when a partner
contributes property to a partnership which would be treated as an “investment
company” (within the meaning of Section 351) if the partnership were incorporated
Investment company - a partnership form of a mutual fund where the contributor is
seeking diversification of its investments AND more than 80% of the business assets are
in marketable securities.
Property
The term is broadly defined to embrace money, goodwill, and even intangible service-
flavored assets such as accounts receivable, patents, unpatented technical know-how and
favorable loan or lease commitments embodied in a letter of intent secured through the
efforts of the contributing partner.
Does not include services rendered to the partnership and a partner who receives a
partnership interest in exchange for services generally realizes ordinary income under
Section 61.
Control
Section 721 does not require the transferors of property to be in “control” of the
partnership immediately after the exchange
Noncompensatory Option
A noncompensatory option includes a call option or warrant to acquire a partnership
interest, the conversion feature in a partnership debt instrument, and the conversion
feature in a preferred equity interest in a partnership
Under the regulations, Section 721 does not apply to the transfer of property to a
partnership in exchange for a noncompensatory option, but it does apply to the exercise
of that option
Generally, an individual holding a noncompensatory option to acquire a partnership
interest is not treated as a partner for purposes of allocating partnership income but if the
option provides the holder with rights substantially similar to the rights afforded a
partner, then the option holder is treated as a partner in allocating income
Basis and other Tax Attributes
Property Contributed to the Partnership (Inside Basis)
Section 723 provides that the partner’s basis in the contributed property = adjusted basis
that contributor had in that property (i.e. carryover)
Section 1223(2) provides that the partner’s holding period in the property carries over to
the partnership
Section 724 provides that, in certain situations, the partnership will recognize the same
character of gain or loss that the contributing partner would have recognized on a sale of
the property
Section 704(c)(1) generally prevents the precontribution gain or loss from being shifted
to the other partners by requiring the partnership to allocated that gain or loss solely to
the contributing partner when it subsequently disposes of the property or distributes it to
another partner
depreciable property
note: §168(i)(7): partnership inherits whatever depreciation method contributing partner
was using and continue to use of whatever is left of contributing partner’s recovery
period.
Unrealized receivables
haven't taken it into income yet; no income upon immediate contribution (outside &
inside basis of 0)
when collected, for book purposes, cash increases; tax wise, 100 income to pship; no
change to book cap accts of partners b/c aggregate value of assets remained unchanged b/
c collected cash and got rid of receivables
724(a): contributed receivable (ordinary asset in partner's hands) retains character as
ordinary property when in partnership's hands; contribution of unrealized receivables will
cause the partnership to realize ordinary income upon a later disposition of that
receivable
inventory assets
ordinary asset and will retain its status as ordinary asset to the partnership for the first 5
years.
Partnership Interest Received by Partner (Outside Basis)
Basis
Section 722 provides that a partner’s basis in his partnership interest = the sum of the
cash and adjusted basis of any property contributed to the partnership
Holding Period
significant sometimes; might need to determine whether LT or ST cap asset; this becomes
significant if/when partner sells partnership interest (§741 generally treats resulting gain
from sale of partnership as though it arose from sale of a capital asset)
The partner’s holding period in the partnership interest is determined by Section 1223(1),
which permits the partner to tack his holding period for the contributed property if that
property was a capital or Section 1231 asset.
Recall: 1231 property is real property and depreciable property that had been used in A’s
business and held for more than one year
To the extent the contributed property consists of cash or ordinary income assets, the
holding period begins on the date of the exchange.
For this purpose, recapture gain (e.g., under Section 1245) is treated as a separate asset
which is not a capital or Section 1231 asset
If the partner contributes a mix of assets, the holding period in the partnership interest is
fragmented in proportion to the fair market value of the portion of the interest received
for the property to which the holding period relates, divided by the fair market value of
the entire interest.
Ex: A contributes 10 cash and 90 land (fmv). 90% of A’s partnership interest would
include A’s holding period for the land. But A’s holding period for other 10% starts fresh.
So, assume A sold his partnership interest 9 months after acquiring the partnership
interest. Then 90% of the interest would be considered long term capital asset, then 10%
short term. If he sold it after 16 months, then since he held all of it for more than 1 year,
all of it is a long term capital asset.
Depreciation Recapture
Recall 1245(a) says if section 1245 property is disposed of: ordinary income = lesser of
(B’s recomputed basis OR B’s amount realized) minus adjusted basis.
Recomputed basis = adjusted basis @ disposition + all depreciation deductions taken
1245(b)(3) says that in a section 721 transaction, the partner only has to report the
recapture income to the extent that the partner had to recognize gain in this transaction
apart from section 1245
Operation of the Rules – Revenue Ruling 99-5
A is single owner of LLC, which is disregarded as an entity separate from its owner
Situation 1
Facts
B purchases 50% of A’s ownership interest in the LLC for $5,000.
A does not contribute any portion of the $5,000 to the LLC
A and B continue to operate the business of the LLC as co-owners of the LLC
Application
The LLC is converted to a partnership when the new member, B, purchases an interest in
the disregarded entity from A
B’s purchase of 50% of A’s ownership interest in the LLC is treated as the purchase of a
50% interest in each of the LLC’s assets, which are treated as held directly by A
Immediately thereafter, A and B are treated as contributing their respective interests in
those assets to a partnership in exchange for ownership interests in the partnership
so, when A sells interest, A is treated as having sold 50% stake interest in each asset to B;
this is a taxable sale of assets
A would have to recognize gain or loss on sale under §1001 and B at least initially
viewed as owner of 50% of each asset, and would take a cost basis of 5k, representing
50% of each asset. After accounting for sale, we value A & B each contributing 50%
interest of each asset to a new partnership in return for a 50% partnership interest. This
contribution governed by 721-23
Situation 2
Facts
B contributes $10,000 to the LLC in exchange for a 50% ownership interest in the LLC
The LLC uses all of the contributed cash in its business
A and B continue to operate the business of the LLC as co-owners of the LLC
Application
The LLC is converted from an entity that is disregarded as an entity separate from its
owner to a partnership when a new member, B, contributes cash to the LLC
B’s contribution is treated as a contribution to a partnership in exchange for an ownership
interest in the partnership
B takes basis under 722 of 10k
A is treated as contributing all of the assets of the LLC to the partnership in exchange for
a partnership interest
A takes basis to whatever basis old LLC had
new pship's basis in assets contributed straight up carryover (723)
bottom line: no immediate gain recognition
Treatment of Liabilities
Impact of Liabilities on Partner’s Outside Basis
General Rule
Section 752(a) treats any increase in a partner’s share of partnership liabilities as if it
were a cash contribution by the partner to the partnership, increasing the partner’s outside
basis under Section 722.
Section 752(b) treats any decrease in a partner’s share of liabilities, including the
partnership’s assumption of a partner’s liability, as if it were a cash distribution to the
partner, decreasing his outside basis under 705(a) and 733.
Note: Suppose partner contributes encumbered property to partnership. As a result, other
partners will get an outside basis increase to the extent of their respective dollar share of
the new partnership liability. At the same time, contributing partner generally having his
share of the debt reduced b/c of the contribution. B4 contribution, partner was 100%
responsible for debt, but after contribution, partner is sharing responsibility of debt w/
other partners. One way to look at it is net benefit for contributing partner is constructive
cash distribution to that partner under §752(b). What happens is two-fold: constructive
cash distribution reduces that partner’s outside basis under §733 and then there’s the
possibility that to extent partner received a benefit that exceeded what otherwise his
outside, that benefit beyond his outside basis can produce immediate gain recognition by
that partner under § 731. §731(a) creates gain recognition to a partner upon cash
distribution only to the extent it exceeds partner’s outside basis in his partnership interest.
In effect, when a partner contributes encumbered property, three things happen
simultaneously: (1) partner gets §722 basis derived from basis he had from contributed
asset; (2) partner increases his outside basis by his “share” of what is now the
partnership’s liability (§752(a)); and (3) §752(b) effect in that partner will have to reduce
outside basis by total debt that partnership is taking off his hands.
Scope of “Liability”
For purposes of Section 752, liabilities that would be deductible when paid (e.g.,
accounts payable of a cash basis taxpayer) are disregarded
Section 752(c) provides that a liability to which property is subject shall be treated as a
liability of the owner, at least to the extent of the fair market value of the property
Share of Partnership Liability
A partner’s share of partnership liabilities for purposes of Section 752 generally depends
on the status of the partner (general or limited) and nature of the liability (recourse or
nonrecourse)
Nature of Liability
Recourse
A partnership liability is a recourse liability to the extent that any partner bears the
economic risk of loss for the liability
Nonrecourse
If no partner bears the economic risk of loss, the liability is classified as nonrecourse
A partner’s share of recourse liabilities equals the portion of the liability for which the
partner bears the economic risk of loss
A partner bears the economic risk of loss to the extent that the partner (or a person related
to the partner) would be required to pay the liability if the partnership were unable to do
so
This determination is made by asking who would be obliged to pay the liability if all the
partnership’s liabilities are payable in full and all of the partnership’s assets, including
cash, are worthless
basically decrease capital accounts of partners by amount of assets divided up and see if
there is a negative balance in individual accounts; if so, and obligated to pay (i.e. general
partner), that amount required to pay off liability is their share in the partnership's
liability (these are hypothetical losses). This is the amount partner's outside basis
increases when pship takes on a liability.
453B Installment obligations
Context: selling property before contributing to business, at a gain under circumstances
were sale proceeds were to be received from buyer in a later taxable year; can defer
recognition until payments received
§453B says when you dispose an installment obligation of a buyer’s, at that point, gain
has to be recognized.; reg says 721 (nonrecognition) trumps 453B
Contributions of Encumbered Property
In General
The regulations under Section 722, incorporating the approach taken by Section 752,
recharacterize such a contribution as a cash transaction
To the extent that a contributing partner is relieved of a liability, he is treated as having
received a distribution of cash from the partnership
A deemed distribution of money resulting from a decrease in a partner’s share of the
liabilities of a partnership is treated as an advance or drawing of money to the extent of
the partner’s distributive share of income for the partnership’s taxable year. An amount
treated as an advance or drawing of money is taken into account at the end of the
partnership taxable year.
Under Sections 731 and 733, a distribution of cash is considered a return of capital,
which reduce the partner’s outside basis (but not below zero) by the amount of the
distribution
If the amount of the liability exceeds the basis of the property contributed, Section 731(a)
treats the excess of the constructive cash distribution over the outside basis as gain from
the sale or exchange of the newly acquired partnership interest, which is treated as capital
gain under Section 741.
The portion of debt from which the contributing partner is relieved is then allocated to the
other partners, who are considered to have contributed cash to the partnership, and the
outside basis of each is increased accordingly
Nonrecourse Liabilities
The regulations allow the partners to specify their interests in partnership profits for
purposes of allocating nonrecourse liabilities, and those interests will be respected if they
a reasonably consistent with allocations of other significant items of partnership income
or gain that are respected for tax purposes
The section 752 regulations provide that a partner who contributes property encumbered
by nonrecourse debt is first allocated that portion of the liability equaling the gain that
would be allocated to that partner under section 704(c) if the property were sold at the
time of the contribution for an amount equal to the liability
The balance of the liability is allocated under the flexible general rule—that is, in
accordance with the partners’ share of partnership profits
Contributions of Services
Introductory note: not w/in 712 b/c services are not property; instead compensation w/in
gross income
Receipt of a Capital Interest for Services
Capital Interest
An interest in both the future earnings and the underlying assets (i.e., the “capital”) of the
partnership.
A partner who has a capital interest will be entitled to a share of the partnership’s net
assets in the event the partner withdraws or the partnership is liquidated
Consequences to Partner
A service partner who receives a capital interest realizes ordinary income in an amount
equal to the value of the interest less the amount, if any, paid for the interest
Current Reg 1.721-1(b)
if a partner gives up his right to be repaid his contributions of property to pship in favor
of another partner as compensation for services, 721 (nonrecognition) does NOT apply
e.g. D joins existing pship w/ A, B, and C and obtains ¼ interest in return for services; A,
B, C give up ¼ of their capital to D in return for D's services
1.722-1 says D takes a basis in pship interest equal to income D had to recognize upon
receipt (so he's not taxed again)
value of capital interest shifted to service provider is gross income
Proposed Reg 1.721-1(b)
transfer of any partnership interest in return for services is governed by §83 (next bullet
goes into this)
The timing of the income is determined under Section 83
If the interest is received without restrictions
Income is realized upon its receipt
If the interest is transferred subject to substantial restrictions
Section 83(a) provides that its fair market value is included in gross income when the
restrictions lapse.
The amount to be included in income is the excess of the fair market value of the interest
at the time the partner’s rights have vested over the amount, if any, paid for the interest.
A transferee of restricted property is permitted to elect to include the value of the
property in income at the time of its receipt. If the election is made, the transferee may
not take any deduction (except for the amount actually paid) if the property is
subsequently forfeited
valuing the interest (similar stuff in previous two bullets)
partnership can elect that the interest transferred for services would be treated as having
an FMV equal to its liquidation value
Liquidation value is amount of cash service provider would receive if business
immediately liquidated, assets were sold for then FMV and then creditors paid off and
distributed remainder in accordance w/ partnership agreement
83(h) deductions
compensation paid often deductible; see more on allocations later
Consequences to Partnership
Proposed Reg 1.721-1(b)(2)
no gain or loss is recognized by partnership itself on the transfer of a compensatory
partnership interest
Deduction
The partnership may take an ordinary and necessary business deduction, unless the
services were for the formation of the partnership
Gain Potential
The transfer is viewed as a two-step transaction
The transfer of an undivided interest in partnership assets from the partnership to the
service partner, and
The contribution of that interest back to the partnership by the service partner
Receipt of a Profits Interest for Services
Profits Interest
A share of future earnings (including, perhaps, gain on the sale of property) but no
current right to a distribution of a share of the partnership’s capital in the event of a
withdrawal or liquidation
Consequences – Revenue Procdure 93-27
Other than as provided below, if a person receives a profits interest for the provision of
services to or for the benefit of a partnership in a partner capacity or in anticipation of
being a partner, the IRS will NOT treat the receipt of such an interest as a taxable event
for the partner or the partnership; tax consequences deferred until profits actually earned
in future and allocated to partner pursuant to partnership agreement
This does not apply
If the profits interest relates to a substantially certain and predictable stream of income
from partnership assets, such as income from high-quality debt securities or a high-
quality net lease;
If within two years of receipt, the partner disposes of the profits interest; or
If the profits interest is a limited partnership interest in a publicly traded partnership
Disguised Sales
Section 707(a)(2)(B) (& 1.707-3) provides that if (1) a partner transfers money or other
property to a partnership, (2) there is a related transfer by partnership to partner, and (3)
transfers viewed together are properly characterized as a sale, then the two transfers shall
be treated as a sale or exchange of property between the partnership and partner acting in
a nonpartner capacity, or between the two partners acting as outsiders (i.e. it's a sale)
In the case of simultaneous transfers where it is clear that the partnership would not have
made a distribution if the partner had not made a contribution, the transactions are likely
to be viewed as a sale
A transfer will not be treated as the first step in a disguised sale if, based on all the facts
and circumstances, the transferring partner is converting equity in the property into an
interest in partnership capital and the transfer is subject to the entrepreneurial risks of the
enterprise
Transfers within two (2) years of each other are presumed to be a sale while transfers
made more than two years apart are presumed not to be a sale. Both presumptions are
reubuttable.
If the consideration treated as transferred to a partner in a sale is less than the fair market
value of the property transferred to the partnership, the transaction is treated as part sale /
part contribution, and the transferring partner must pro rate his basis in the property
between the sale and contribution portions
If a liability incurred by a partner in anticipation of a transfer is assumed (or taken subject
to) by a partnership, the partnership is treated as transferring consideration to the partner
(as part of the sale) to the extent that responsibility for repayment is shifted to the other
partners. The same two-year presumptions exist for liabilities.
The regulations require disclosure on a prescribed form when a partnership transfers
money or property to a partner within two years of a transfer of property by the partner to
the partnership and the partner has treated the transfer as other than a sale for tax
purposes
PARTNERSHIP ACCOUNTING
General
The partners’ interests in the assets of the partnership, their responsibility for partnership
liabilities, and their respective rights to profits and losses and to operating and liquidating
distributions, are determined by the partnership agreement.
The financial condition of a partnership on formation and each partner’s ownership
interest in the firm are depicted on an opening day balance sheet which lists the
partnership’s assets on the left and the liabilities and partners’ capital on the right side
Under the principle of “Fundamental Equation,” the two sides must always be equal that
is Assets = Liabilities + Net Worth
Terminology
Book Value
On the left side of the balance sheet, partnership assets are recorded at their “book value”
During the life of the partnership, book value is not necessarily the same as fair market
value or basis
It will not change until some event occurs that warrants a revaluation of the partnership’s
assets
Capital Account
Each partner’s interest in partnership assets is reflecting in the partner’s “capital account”
The capital account represents the partner’s equity in the firm
It generally identifies what each partner would be entitled to receive upon liquidation of
his interest in the partnership
A partner’s capital account begins with the amount of money and fair market value of any
property contributed to the partnership by the partner, and is increased by the partner’s
share of profits of the firm and is decreased by the partner’s share of partnership losses
and the amount of cash and the fair market value of any property distributed to the
partner
Note: Pship could use accrual accounting method notwithstanding fact that
partners use cash. Can pship use cash method? 448 requires certain pships to use
accrual. §448(a)(2): prohibits use of cash method when partnership has a C corporation
as one of its partners. Exception to prohibition in 448(b)(3): permits a “small”
partnership to use cash method even if it has C corporations as partners. Exception
applies if partnerships’ average annual gross receipts over last three years don’t exceed
$5M.
PARTNERSHIP ALLOCATIONS
SPECIAL ALLOCATIONS
In General
Section 704(a) provides that a partner’s “distributive share” of income, gain, loss,
deduction or other tax items shall be determined by the partnership agreement
This permits partners to make “special allocations,” which are allocations that differ from
the partner’s respective interests in partnership capital
If there is no allocation agreement Section 704(b) provides that distributive shares are
determined for tax purposes in accordance with the partner’s interest in the partnership,
taking into account all facts and circumstances
Context: under 752(a), any dollar increase in a partner's share of pship liabilities
considered to be a contribution of money by a partner to the partnership, i.e. constructive
cash contribution. This as a result increases partner's outside basis under 722.
Conversely, reduction in partnership liability is a constructive cash distribution to partner,
reducing partner's outside basis. Partnership assumption of a partner's liability also
decreases partner's outside basis.
Liability Defined
A “liability” is defined in 1.752-1(a)(4): for debt to be pship liability for 752, incurring
obligation has to do one of three things:
(1) it creates or increases basis of pship property, including cash;
(2) gave rise to an immediate deduction; or
(3) gave rise to an expense that is not deductible at all and does not produce
basis
Ex of (3) is an obligation to make a political contribution.
Note: incurring an obligation to pay an expense that produces a deduction only on
payment itself is NOT considered a liability for 752. Ex: cash method pships –
incurring obligations to pay deductible expenses not liabilities for 752; no
immediate deductions here.
For purposes of Section 752, all legally enforceable partnership obligations are
“liabilities” except accounts payable of a cash basis partnership, which are not deductible
until paid, and certain contingent or contested liabilities or obligations that are devoid of
economic reality
Recourse Liabilities
Economic Risk of Loss Concept
A partnership liability is a recourse liability only to the extent that a partner bears the
economic risk of loss with respect to that debt. 1.752-1(a)(1)
In the case of recourse liabilities, the extent to which a partner bears the economic risk of
loss also must be determined in order to allocate the debt
In general, a partner bears the economic risk of loss for a partnership liability to the
extent that he ultimately would be obligated to pay the debt if all partnership assets were
worthless and all partnership liabilities were due and payable. 1.752-2(b)
In determining the risk of loss, the regulations take into account not only each partner’s
obligations under the partnership agreement to pay the creditor or contribute funds to the
partnership, but also all other economic arrangements or legal obligations between
partners and between any partners and the partnership’s creditors.
Constructive Liquidation 1.752-2(b)
The regulations assume that all of the partnership’s liabilities become due and payable in
full, any separate property pledged (directly or indirectly) by a partner to secure a
partnership liability is transferred to the creditor in full or partial satisfaction of that
liability, and all the rest of the partnership’s assets (including cash) become worthless
The partnership is deemed to dispose of all of its now worthless assets in a taxable
transaction for no consideration (other than the relief of any nonrecourse debt to which
any asset is subject).
The gains and losses on these deemed dispositions, along with any actual income or loss
items as of the date of the constructive liquidation, are then allocated among the partners
in accordance with the partnership agreement; the partnership books and capital accounts
are adjusted accordingly, and the partnership is deemed to liquidate.
The regulations assume that a partner bears the economic risk of loss for the net amount
that he must pay directly to creditors or contribute to the partnership at the time of the
deemed liquidation
since a limited (L) partner's book cap account can't go below 0 unless he agrees to be
liable to an extent, general partner's book cap account takes the entire hit; we respect
shares in partnership to L only up to L's cap account balance being zeroed out
Note: If L guarantees repayment, L doesn't get basis anyway. Regs assume that each
partner will meet whatever its financial obligations are. Then, never even get to L's
guarantee. We assume G will meet its obligation.
Different result if L assumes the liability 752(a)
The amount of a partner’s gross payment obligation is reduced to the extent of any right
to reimbursement, leaving the partner’s net payment obligation as the ultimate measure of
his economic risk of loss
The amount of a partner's gross payment obligation is increased to the extent he agreed to
contribute cash to the partnership in the future.
Nonrecourse Liabilities
Def: 1.752-1(a)(2): nonrecourse to extent that no partner bears no economic risk of loss
for that liability
If a partner guarantees repayment, treat partner as if he assumed recourse debt; partner
should get entire basis derived from that liability
In General
The regulations in 1.752-3(a) adopt a three (3) step approach under which a partner’s
share of nonrecourse liabilities is the sum of
(1) the partner’s share of partnership minimum gain, if any, determined in accordance
with the Section 704(b) regulations,
(2) in the case of nonrecourse liabilities secured by contributed property (i.e. doesn't
apply to acquired property), the amount of gain that the partner would recognize under
Section 704(c) if the partnership disposed of that property in a taxable transaction in full
satisfaction of the liabilities and no other consideration; and
(3) the partner’s share of any remaining (“excess”) nonrecourse liabilities, determined in
accordance with his share of partnership profits
Partners’ Share of Partnership Minimum Gain
Where the partnership has generated minimum gain (i.e. Tufts gain-excess of the
nonrecourse liability over the adjusted basis of the property securing the debt), the rule
for allocation of nonrecourse liabilities directly follows the rule for allocation of the
deductions and distributions attributable to those nonrecourse liabilities and the
allocation of the minimum gain chargeback equals the share of nonrecourse deductions
allocated to those parties. The liabilities are first allocated in accordance with each
partner’s share of partnership minimum gain.
Significance of shifting of nonrecourse to L over time (i.e. minimum gain chargeback
increases each year is you take depreciation each year) is that L has been shifted enough
outside basis from nonrecourse debt so that 704(d) will permit L to be able to use
depreciation deductions properly allocated to L him each year.
The basis increase attributable to the allocation of the nonrecourse liability should be
deemed to occur immediately before the allocation of the nonrecourse deduction or
distribution which caused an increase in minimum gain
Partners’ Shares of Section 704(c) Gain (tier 2)
When property contributed to a partnership is subject to a nonrecourse liability in excess
of its adjusted basis, the property has a built-in gain (equal to the excess of liabilities over
basis) similar to partnership minimum gain
Under the regulations, however, the built-in gain is not partnership minimum gain under
Section 704(b) but instead is potential Section 704(c) gain.
The regulations provide that, to the extent of the minimum Section 704(c) gain, the
nonrecourse liability secured by the contributed property is allocated to the same partner
to whom this minimum built-in gain is allocated under Section 704(c)
If a partnership holds multiple properties subject to a single nonrecourse liability, it may
allocate the liability among those properties under any reasonable method, and then the
portion of the liability allocated to each property is treated as a separate loan for purposes
of determining the minimum built-in gain in the property
Partner’s Share of Partnership Profits (tier 3)
Absent any special allocations, nonrecourse liabilities simply are allocated in accordance
with the partners’ interests in the partnership (i.e. according to their agreement???)
If the partnership purchases an asset subject to a nonrecourse liability, the regulations
provide that any specification of the partners’ interests in the partnership agreement will
be respected for Section 752 purposes as long as it is reasonably consistent with an
allocation (having substantial economic effect) of any significant item of partnership
income or gain
Absent such a direction, the partners’ interests in partnership profits are determined by
taking into account all the facts and circumstances relating to the economic arrangement
of the partners
The regulations also provide some alternative methods for allocating nonrecourse
liabilities
Excess nonrecourse liabilities may be allocated in accordance with the manner in which it
is reasonably expected that the deductions attributable to those liabilities will be allocated
In the case of contributed property subject to a nonrecourse liability, the partnership may
first allocate an excess nonrecourse liability to the contributing partner to the extent that
Section 704(c) gain on the property is greater than the gain resulting from the liability
exceeding the basis of the property
The method selected for allocating excess nonrecourse liabilities may vary from year to
year
LOSS LIMITATIONS
When can a partner use their respective shares of loss in the partnership during a given
year as a deduction against income they may have from other sources? First apply 704(b)
to see it will be respected. Then proceed...
Holding Period
A partner may have a divided holding period in a partnership interest
The regulations integrate the holding period rule and the look-through rule for capital
gains by first identifying the portions of the selling partner’s Section 741 capital gain or
loss that are long-term or short-term capital gain or loss. Then a proportionate amount of
any collectibles or unrecaptured Section 1250 gain is deemed to be part of the long-term
capital gain or loss
The regulations contain a few special rules for determining the holding period of a
partner selling a partnership interest
First, if a partner both makes cash contributions and receives cash distributions during the
one-year period before the sale or exchange of the partnership interest, the partner may
reduce the cash contributions made during the year by the cash distributions on a last-in-
first-out basis, treating all cash distributions as if they were received immediately before
the sale or exchange
Also, contributions of Section 751(c) unrealized receivables and Section 751(d) inventory
items within one year of a sale or exchange of a partnership interest are disregarded for
purposes of determining the holding period of the partnership interest if the partner
recognizes ordinary income or loss on such Section 751 assets in a fully taxable
transaction. The taxable transaction can be either a sale of all or part of the partnership
interest or a sale by the partnership of the contributed section 751 asset.
Introduction
Section 742 provides that a partner takes a cost basis for a partnership interest acquired
by purchase; for this purpose, cost includes the partner’s share of any partnership
liabilities
when computing buyer's share of pship liabilities, and when trying to figure out buyer's
rights should pship liquidate, buyer simply takes over seller's book capital account w.r.t.
that interest being sold. i.e. no booking up of cap accounts in this situation; just step into
shoes of seller. 1.704-1(b)(2)(iv)(l)
Section 743(a) generally provides that the basis of partnership property (i.e. inside basis)
shall not be adjusted as the result of a transfer of an interest in a partnership by sale or
exchange, subject to two exceptions:
(1) To avoid taxing the buying partner on the appreciation of his proportionate share of
partnership assets prior to the date of purchase, the partnership may elect under Section
754 to adjust the basis of its assets under Section 743(b)
A Section 754 election also may require a downward adjustment to the bases of
partnership assets which have declined in value as of the time of the sale or exchange of
the partnership interest.
Specifically, Section 742(b)(2) requires that the partnership must decrease the adjusted
bases of its assets with respect to any partner if that partner’s proportionate share of the
partnership’s total inside basis in its assets exceeds the buying partner’s outside basis.
The amount of the adjustment is the excess of that partner’s proportionate share of the
partnership’s inside bases over the partner’s outside basis in his partnership interest
Note: Once the election is made, it's binding on all subsequent transfers. Election
analysis is applied to any subsequent transfer by any partner.
(2) where partnership has a “substantial built-in loss immediately after transfer takes
place.” In this case adjustment to inside basis is mandatory. 743(d): a “substantial built-
in loss is when immediately after transfer of pship interest, inside basis of all of its assets
exceeds their total value by more than 250k.
Mandatory Inside Basis Adjustment for Partnership with Substantial Built-in Loss
Section 743 requires an adjustment to the basis of partnership property on the transfer of
a partnership interest if the partnership has a “substantial built-in loss” immediately after
the transfer
A partnership has a substantial built-in loss if the adjusted basis in its property at the time
of the sale exceeds the property’s fair market value by more than $250,000. In patrolling
the $250,000 threshold for abuse, the Service has the authority to aggregate related
partnerships or disregard acquisitions of property designed to avoid the limit
A special rule is provided for an “electing investment partnership,” such as venture
capital and buyout funds formed to raise capital from investors pursuant to a private
offering and to make and hold investments for capital appreciation.
An electing investment partnership is allowed to use a partner-level loss limitation
instead of making basis adjustments to its assets.
Under the limit, a transferee partner’s share of losses (without regard to gains) from the
sale or exchange of partnership property is not allowed except to the extent it is
established that such losses exceed any loss recognized by the transferor on the transfer
of the partnership interest
Another special rule is provided for “securitization partnerships,” which generally are
partnerships whose sole business is to issue securities backed by the cash flow of
receivables or other financial assets.
Such partnerships are deemed to not have a substantial built-in loss and thereby avoid
both adjustments to the bases of property and the loss-limitation rule
Allocation of the Adjustment to Partnership's Basis (for buyer only) under Section
755
Once the total Section 743(b) adjustment is determined, that adjustment must be allocated
among the partnership’s assets under Section 755
The Section 755 regulations provide that the partnership first must determine the value of
its assets
Next, the partnership’s assets are first divided into two classes:
(1) Capital assets and Section 1231(b) property (depreciable prop used in a business &
held for 1+ yr)
(2) Any other property (ordinary income property)
The basis adjustment is then allocated between those classes of property and within each
class based on the allocations of income, gain, or loss (including remedial allocations)
that the transferee partner would receive if, immediately after the transfer, all of the
partnership’s assets were disposed of in a fully taxable transaction for fair market value
The regulations specifically permit an increase to be made to one class or one property
while a decrease is made to the other class or a different property within the class
Basis is first allocated to the class of ordinary income property and then to the class of
capital gain property
Adjustments to two broad categories of properties under 755 can be conceivably positive
to one class and negative to another
Note: So, it's possible that even though a new inside adjustment is 0, can still allocate
adjustment between two types of property so long as allocated adjustments to each
property net out to zero. 1.755-1(b)
A decrease in basis allocated to capital gain property may not produce a negative basis in
any asset. Thus, if the entire decrease allocated to capital gain property reduces the basis
of those assets to zero, any excess reduces the basis of the class of ordinary income
property
NON-LIQUIDATING DISTRIBUTIONS
Non-liquidating distribution occurs when partnership and partner do not get fully
liquidated.
Liquidating distribution takes recipient partner out of the partnership, either by
liquidating entire business or liquidating that partner's entire interest.
Distributions of Cash
Section 731(a) generally provides that a partner will recognize neither gain nor loss on a
current distribution of cash, and Section 733 provides that the partner’s outside basis will
be reduced, but not below zero, by the amount of the distribution
Section 731(a)(a) provides that the excess of cash received over the distributee partner’s
outside basis is treated as gain from the sale or exchange of a partnership interest—
normally capital gain, unless Section 751 applies
These rules embrace both actual cash distributions and transactions that are treated as
cash distributions, such as reductions in a partner’s share of partnership liabilities
731(b) general rule is that no gain or loss is recognized by pship on that distribution
Distributions of Property
Neither the partnership nor the distributee partner will generally recognize gain or loss on
an operating distribution of property
Any gain inherent in the distributed property is preserved by assigning the distributee a
transferred basis under Section 732(a)
Any gain inherent in the partner’s interest in the partnership is preserved by Section 733,
which reduces the partner’s outside basis by his transferred basis in the distributed
property
Section 732(a)(2) provides that if the partner’s share of the inside basis in the distributed
property exceeds his outside basis, reduced by any cash distributions in the same
transaction, the transferred basis is limited to that outside basis, which then would be
reduced to zero under Section 733
Section 732(d)
Section 732(d) provides an exception to the foregoing basis rules by permitting certain
distributee partners to elect to treat any distributed properties as though the partnership
had a Section 754 election in effect when the partner purchased or inherited his interest
As a result, assets distributed to the new partner are eligible for a Section 743(b)
adjustment, and a special inside basis then may be used to determine the partner’s basis
in the distributed assets under Sections 732(a) and (c)
This election is available only if the distribution is made within two years of the
distributee partner’s acquisition of his interest by purchase, exchange or inheritance and
the partnership had no Section 754 election in effect at the time of the acquisition of his
interest
There are some critical differences between the effects of a Section 732(d) and Section
754 election
Section 732(d) only applies for purposes of determining the bases of distributed assets
And unlike a Section 754 election, a Section 732(d) election does not apply for purposes
of partnership depreciation, depletion, or gain or loss on disposition
A Section 732(d) adjustment may be required, whether or not the distribution occurs
within two years from the partner’s acquisition of his partnership interest, if the fair
market value of the partnership property (other than money) as the time the partner
acquired his interest exceeds 110 percent of its adjusted basis to the partnership.
The regulations limit application of this rule to cases where lack of a Section 732(d)
election would cause a shift in basis from nondepreciable to depreciable property
Characterization
Under Section 735(a), gains or losses recognized by a distributee partner on the
disposition of “unrealized receivables” received in a distribution are treated as ordinary
income or loss, and gains or losses on the sale or exchange of distributed inventory items
suffer a similar character taint if they are sold or exchanged by the partner within five
years from the date of their distribution. In the case of unrealized receivables, the
character taint remains with the assets as long as they are held by the distributee partner
If an item is both an unrealized receivable and an inventory item, the more stringent rules
governing receivables are applicable
The Section 735 taint cannot be removed in a nonrecognition transaction or a series of
such transactions
Except in the case of C corporation stock received in a Section 351 corporate formation,
the taint carries over to the exchanged basis property received in the transaction
The Section 735(a) taint rules do not apply to recapture property. But the recapture gain
which the partnership would have recognized on a sale of the property carries over to the
distributee partner, who recognizes ordinary income on a subsequent sale or exchange.
This is accomplished through the definitions of “recomputed basis” and “additional
depreciation” in the applicable recapture provisions
LIQUIDATING DISTRIBUTIONS
734. Issue is to what extent might a pship distribution affect pship's basis in its remaining
assets. Relevant only if pship continues after distribution takes place. It's sort of like
743, where pship adjusts basis of inside assets as a result of a sale of pship interest.
General rule 734(a): pship inside basis will not be adjusted as result of distribution
unless an election of 754 in effect by pship or unless there would be a substantial basis
reduction, i.e. reduction of more than 250k.
If basis adjustment is elected or required, then pship will adjust the inside basis of
remaining assets when one of the situations described in 734(b) exists
Problem 1
(a) A receiving cash in excess of outside basis and as a result has to recognize a gain of
$2. Pship retains two parcels w/ only B and C as partners in business. Also notice @
time of distribution, there was 6 of unrealized appreciation lurking in pship assets. On
the liquidating distribution to A, A picks up two of gain. BUT, if pship does not have a
754 election in effect, pships basis in land going forward remains unchanged. So if later
on partnership sells parcel 2 for fmv of 10, there will be 6 of gain to pship as a result of
sale allocated among B and C. So, w/o an election and adjustment to inside basis, what
had been 6 of unrealized appreciation in pship assets has transformed itself into 8 of gain;
2 to A, 6 split btw B and C. To remove that disparity, 734(b)(1)(A): assuming 754
election in place, partnership can or will increase basis of its undistributed property by
the amount of the 731 gain recognized by the recipient partner. Here, the adjustment
would be a positive one of $2. Then, have to allocate basis adjustment among the assets
remaining w/in pship under 755. Regs thereunder however say that an adjustment
resulting from gain recognized on a distribution has to be allocated to pships cap assets or
1231 property. Also, under 755 regs, basis increase is allocated among the cap assets first
to assets that have unrealized appreciation @ time of distribution. Here, 2 positive
adjustment goes to land 2 b/c has unrealized appreciation. Unlike 743, that basis
adjustment is for the benefit of all of the remaining partners. If pship thereafter sells
land, pship will only have 4 of gain, and add to it 2 gain that A reported on distributed to
him, you have the 6 gain mirroring unrealized appreciation at time liquidation
distribution was made.
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