Newsletter
Newsletter
If you want to have a paid newsletter, go out and find the scammiest stuff you can find.
They’ll probably be doing a whole lot better than the people on Substack. Don’t be scammy.
Be ethical, provide value, but try to understand why these scammy people are winning. So
for example, there’s a company called Agora. Not everything they do is scammy but some of
the stuff is. They’ve been sued for selling a diabetes cure, which is like a book. You should
go to prison for doing that. They’ve been sued for it, but they make about a billion dollars a
year selling newsletters. Even if you don’t agree with the ethics, which I don’t, let’s figure out
what they’re doing that’s really good, and apply that to a good product with a high-integrity
team. That’s what I think you should do. I don’t think you should copy people on Substack
because only a few of them are doing well. I think you should copy companies like Motley
Fool, or Agora, or James Altucher. No one talks about Motley Fool right now. I bet you they
make half a billion dollars in sales a year. James is my buddy. Everyone makes fun of James
because he had these scammy-looking ads. I bet that makes 60 million bucks a year. I’m not
saying go against your ethics or anything like that, but ask yourself: Why do some of these
people succeed significantly better than these other people who we talk about all the time?
Try to combine interesting tactics. If you want to have a paid newsletter, go out and find the
scammiest stuff you can find. They’ll probably be doing a whole lot better than the people on
Substack. Don’t be scammy. Be ethical, provide value, but try to understand why these
scammy people are winning. So for example, there’s a company called Agora. Not
everything they do is scammy but some of the stuff is. They’ve been sued for selling a
diabetes cure, which is like a book. You should go to prison for doing that. They’ve been
sued for it, but they make about a billion dollars a year selling newsletters. Even if you don’t
agree with the ethics, which I don’t, let’s figure out what they’re doing that’s really good, and
apply that to a good product with a high-integrity team. That’s what I think you should do. I
don’t think you should copy people on Substack because only a few of them are doing well. I
think you should copy companies like Motley Fool, or Agora, or James Altucher. No one talks
about Motley Fool right now. I bet you they make half a billion dollars in sales a year. James
is my buddy. Everyone makes fun of James because he had these scammy-looking ads. I
bet that makes 60 million bucks a year. I’m not saying go against your ethics or anything like
that, but ask yourself: Why do some of these people succeed significantly better than these
other people who we talk about all the time? Try to combine interesting tactics.
How Morning Brew Reached 2.5 Million Subscribers (Grow Your Email List!)
what's up everyone this is alex lieberman co-founder and executive chairman of morning
brew my goal today is to tell you all about my journey and our team's journey in building
morning brew from an idea that started at the university of michigan back in 2015 when i was
a senior in college to now what is one of the largest digital media brands in the us spanning
not only millions of newsletter subscribers but also audio video social franchises and a team
of 140 incredibly talented people in the media industry i want to keep this casual i also want
to keep this compact so over the next 20 minutes i'm gonna break down morning brew into
what i think of as a four chapter story and we're in chapter four right now but basically here's
how the story goes chapter one in morning brew was the evolution of the business the
ideation pounding the pavement to put a product out in the world it's the chapter that i call
newsletter as a hobby we had no idea it was actually a business until way later chapter two
was basically when we went full time on the business and and we said this is not just a
hobby this is a business and that chapter was newsletter as a business chapter three was
transitioning from a single newsletter as a business to a newsletter business and chapter
four is what morning brew is in now which is the transition from newsletter business to media
brand or consumer brand as i break down some of the stories in each of these chapters i'm
also going to share some of the lessons that i've learned along the way everything from how
to grow a single newsletter audience from zero to three million subscribers all the way to
how to start a business from the ground floor when you've never done it before so without
further ado i'm going to hop into it but what i'll also say is in these 20 minutes i'm going to
cover a lot if you have any questions for me you can always email me it's alex
morningbrood.com i also have a podcast it's called founder's journal and i break down all of
my learnings and experiences as an entrepreneur for other people trying to build businesses
or to accelerate their career so i would encourage you check it out so chapter one basically
to give you context on how i truly accidentally fell into entrepreneurship if you were to tell my
family six years ago that i was going to run a media brand they would have laughed at your
face and the reason for that is because i'm from new jersey i grew up in a finance or wall
street family my mom worked in sales and trading for 20 years my dad worked in sales and
trading for 20 years my grandpa worked in sales and trading for 20 years and so for the
longest time all that i wanted to do was to have a job in finance specifically in sales and
trading because that's what my role models did and so i went to the university of michigan i
studied business i did the classic things that everyone who was kind of like on the path from
college to financial services did to go on that journey and end up working on wall street had
internships in my summers after college and i get in my senior year and i was lucky enough
that i had accepted a job to work at morgan stanley out of after school i had had an
internship my junior year i accepted that job and i felt like i was on top of the world like that
was the dream for me was to be a trader out of school it's what my parents did i get into my
senior year i have all this free time because i don't have to recruit for a job and so i'm like i
got to do something beyond just playing fifa and other xbox games all day long and so i
started helping students prepare for job interviews and in these kind of mock interviews i was
doing i would always ask one question to just get the conversation started and that question
was how do you keep up with the business world i thought it was a layup my goal was like
let's just start this easy so there's no awkward exchange between us but the answer i got
from every single student was as if they had all rehearsed it before talking to me it was
always i read the wall street journal and i would say why do you read the wall street journal
and they would say i read it because there's no other option it's what my parents told me to
do it is what is expected of me it's dense it's dry i can't get through the whole thing but it's the
only option and after after some point where i just had heard dozens of students in these
conversations say i read the wall street journal because i have to but not because i choose
to i was like this is crazy these kids are working their asses off to have careers in business
yet they don't have content that excites them and gets them energized to basically spend the
next 40 years of their life the majority of their waking hours working in business and so i just
started writing a newsletter i was like one this is gonna help the students that just told me
they don't love what they're reading and two it's gonna force me to stay up to date with the
business world for when i graduate and go work in finance the original newsletter was called
market corner i literally took a microsoft word template i would condense and and summarize
the top five wall street journal stories i would put a stock pitch of the day a business leader of
the day an inspirational quote of the day a lot of like the dna of what morning brew is now but
just think like everything was a little bit worse the writing was worse the presentation was
worse we didn't even have a website if you wanted to read market corner back when i was
writing in college you had to message me and say hey alex i heard about your daily business
read can you sign me up for your listserv and i would literally have to go put input your email
address into my listserv what ended up happening was this newsletter this pdf that i was
sending out picked up steam and i was like i want to take this a little bit more seriously
because somehow people are signing up for this and loving it even though it's impossible to
sign up for there was infinite friction to sign up for the product so i ended up sending out an
email to my readers at the time and i was like hey i'm going to take this more seriously i think
i'm going to make it into a newsletter and not just a pdf that's attached to an email i'm looking
for people to help me out and i get an email from this guy austin reef austin was a
sophomore at the university of michigan when i was a senior uh we were actually in the
same fraternity but i i didn't realize that at the time and he said hey alex i have ideas for how
to make this better can we talk it's the best conversation i ever decided to you know accept
to have because austin and i met we met in the the main area of michigan's business school
and austin basically spent 45 minutes ripping apart market corner when i say ripping apart all
i mean is he gave direct feedback he told me exactly what could be better he told me how it
could be better and that was one of the first lessons that i learned about entrepreneurship
and honestly about career in general is how bad most human beings are at giving feedback
we are allergic to it we're allergic to it because we are programmed as human beings to
belong and to belong we feel like we need to always be on someone's good side to feel like
they accept us but what i realized as like a first-time entrepreneur and i wasn't even thinking
about this as a business yet was there was nothing more unhelpful than all of the people
subscribing to my newsletter saying how great of a job i was doing and to just keep doing
what i was doing it was it was so unhelpful i had no idea how to make the product better and
so what i said to myself was wow this this guy who i'm working with he's giving me more
substantive feedback than people twice his age i need to surround myself with this person so
i brought austin on as a co-founder we launched morning brew in march of 2015 as a
newsletter and we're off to the races one other thing i'll say before i move on to chapter two
is that i didn't appreciate in the early days of the business just how valuable it was austin and
i being naive and what i mean by that is austin and i didn't know anything about media we
grew up in finance we were consumers of content but we knew nothing about journalism or
the way the industry had ever worked and the reason that was so powerful is because we
didn't have these preconceived notions about how we should build a media business if we
did have those preconceived notions we would have never launched with a newsletter
because people media would have been very jaded about it they would have said you know
newsletters old and antiquated oh hey there was that one business that launched as a
newsletter called daily candy and they got acquired and then basically went to zero don't do
what they did but we picked a newsletter because we were just practical about it it didn't cost
a lot our readers were college students who use their email a lot and that was it and
fortuitously what happened was email has become one of the best platforms to build an
audience because it is one of the only remaining ways in the age of big tech platforms to
truly own the audience that you're building so being naive was an incredible kind of forcing
function to be independent thinkers and entrepreneurs and not be jaded by how things had
always been done chapter two was newsletter as a business so basically what happened
was austin and i in september of 2016 decide to go full time on morning brew i quit my job in
finance so i graduated from michigan took this job in sales and trading i quit my job austin
decided that when he was going to graduate from michigan he was going to go work with me
on morning brew rather than go to a prestigious job in investment banking and once we went
from okay this is like a fun thing we do on the side too oh we actually need to make money
to provide for ourselves everything became about focus we truly in this chapter of the
business appreciated how important focus was to actually build a business and so they're
basically two big parts of this chapter one was raising money because austin and i knew we
weren't going to be able to write our content we weren't good enough we needed to hire a
writer but it was a chicken in the egg problem because we didn't have a large enough
audience yet to make money to then go hire a writer so austin and i raised 750 000 from a
bunch of individual investors we decided not to raise venture capital money which for us was
ended up being a really great decision um and then all of our focus other than raising money
was on a simple three-step process and actually i think this is the same three-step process
for any media company in the world irrespective of its size or the the specific product you're
working on step one create great content for a specific audience that you want to add value
to step two get that great content for that specific audience into the hands of as many of
those audience members as possible so growth and step three once you have great content
once you have a lot of the right audience who is engaged monetize that audience either
through selling that audience's value to advertisers or selling a product directly to that
audience whether it be subscription whether it be merchandise whether it be you know a a
line of cookware like the media brand food 52 does and so that for basically from 2017 to
2019 that was it we did one thing we had one newsletter we focused on hiring the best
writers create to create the best in class content for the daily business reader the modern
business leader we did everything from a growth perspective organic and paid to scale the
audience as quickly as possible and we became exceptional at storytelling this audience to
brands before i move on to chapter three i just want to talk quickly about how we grew the
audience and how we story told the audience to monetize through advertising at the end of
the day growing any audience but especially a newsletter audience where you don't have the
virality of social media with the retweet the like the comment button is it's way harder the
nice thing about emails you own your audience the hard thing about email is it's not
inherently viral so it is a constant grind to grow your audience even to this day with 3 million
subscribers on our daily newsletter what i can speak to is we did everything we fought for
every subscriber we were smart about focusing on the right metrics so it wasn't just about
growing our overall subscriber base it was about growing our subscriber base with the right
subscribers and for us right subscribers meant getting as many people who open at least
five of their first 10 newsletters get as many of those people into our audience but just to give
you context like the things that work best for us organic growth strategies were cross
promotions with other email newsletters anytime you can do partnerships with like mediums
so email to email podcast a podcast social channel to social channel you don't have to
retrain an existing audience on a new channel they have to use so email cross promotions
were one of the best strategies for us morningbrew's referral program has always been a
massive engine for us so when people get to 1 3 5 10 25 50 100 and 1 000 referrals we give
them rewards that we think are going to incentivize them to share the brew and so we
always were really tactical about picking rewards that were either more premium content to
give our best readers more of what they enjoy or swag that didn't cost a lot so from a
acquisition cost of a subscriber perspective it wasn't expensive but would go a long way in
allowing our best subscribers to socially signal that they were vips within morning brews
audience so things like a mug that they could put on their desk in the office and show off
their status or stickers that they could put on their computers the referral program to this day
has gotten over 300 000 of our 3 million readers to uh refer at least one person so it has
been wildly successful and it's why we've been able to spend so much on paid acquisition
because we know so many of our readers are going to end up sharing the brew with at least
one person and that final piece which i just mentioned is paid acquisition we have built a
great machine of doing paid marketing across all channels facebook instagram uh reddit uh
we've done subway ads uh we've done youtube ads we've done everything and what i'll say
is paid acquisition is so much a game of being agile and it's so much a game of uh having a
good sense of your data and being great at creative uh these platforms are sophisticated
enough where they'll do a lot of the work for you to to optimize your paid acquisition what
ends up making your paid campaigns go well is picking great creative that makes someone
stop when they're scrolling through the feed and also being opportunistic about new
advertising opportunities as they come about so for example in the early days we did an
instagram ad where it was like a fake text message conversation between two friends talking
about business news and then one friend saying how did you find out about that and the
other friend saying obviously i read morning brew that creative crushed it and so we rode
that wave with that creative until the efficacy started going down and we moved on to the
next thing most recently youtube advertising through youtube creators direct advertising with
them has been an incredible unlock for morning brew to grow so that was chapter two of the
business which is us focusing on how we grow the audience sustainably and then how we
sell that audience to advertisers and very simply how we sold it to advertisers was selling a
lifestyle not a product we didn't sell a newsletter we sold the fact that you could get in front of
an entire generation of people who are high earners going to accumulate so much wealth
over the next 20 years be in positions of leadership but they're young enough where they
haven't built a lot of their habits yet like who do they go to for furniture when they shop for
their home who do they go to when they think about vacation when they're thinking about
their first car to get as a family who do they go to and so our pitch was you're getting in front
of an audience who hasn't built habit yet but they have a lot of money that they're
accumulating you should be the brand that is able to build habit with them before anyone
else and that's how we started getting the ball rolling in terms of advertising chapter three of
the business was going from newsletter as a business to newsletter business basically we
went from a one product company to a portfolio of newsletters the way we did that was we
moved horizontally into b2b so morningbrew started as a daily newsletter for any business
professionals we moved into industry and job function specific newsletters so that we could
help people make better decisions in their jobs the reason we thought we were qualified to
do that is we knew how to create newsletters already and we had this large built-in audience
that we could learn from understand what industries they're in so when we launched these
b2b newsletters we knew we could launch with tens of thousands of readers on day one and
so we have retail brew we have emerging tech brew we have marketing brew and we're
launching hr brew later this year and we basically have the same consideration any time we
choose a b2b franchise one is their depth of advertising dollars two do we have a lot of
existing morning brew readers who work in that industry or job function and three is there
enough news flow such that we can write a at least twice a week newsletter and so our b2b
franchises have allowed us to work our way deeper into someone's job and also give
someone another opportunity to engage with the morning brew ecosystem other than five
minutes in their morning and finally i want to talk about chapter four because that's where we
are now which is morning brew is a media brand basically you know my co-founder austin
and i have a few key principles about media and about building an audience one in a world
where technology is commoditizing most things the thing that is not becoming commoditized
yet is building a trusting and loyal audience we have seen the power when you build and
own an audience that trusts you just how much you can do in further expanding your
audience but also monetizing that audience and the way we learned that is morning brew
recently came out with its first paid product its first opportunity to monetize its audience
beyond just advertising morning brew launched an eight-week accelerator program called
morning brew accelerator or mba and the whole idea was helping business professionals
accelerate their careers with a real world curriculum and case studies with a best-in-class
network and the ability to hear from experts and do so without having to go back to business
school and we were able to fill two cohorts of people paying a thousand and fifteen hundred
dollars for this eight-week program cohorts of 150 students each without any paid marketing
the only reason we are able to do that is because we've spent the last six years cultivating
an audience of newsletter subscribers of podcast listeners of social followers that truly trust
what morning brew has to say and it's been interesting to see how we can extend that trust
outside of just pure business news content and so the other thing i'll say here is that where
media is going is consumers expect more custom experiences than ever before they expect
you to meet them where they are which is why morningbrew has grown from just a
newsletter brand to doing newsletter multimedia web events we want to exist everywhere if
you are a business professional we want you to think of morning brew multiple times a day
when you're thinking about consuming content when you're thinking about meeting people or
when you're thinking about making purchase decisions so those are the four chapters of
morning brews history it's been such an incredibly uh incredible journey i feel incredibly
privileged to have seen this company go from zero to 140 employees to become a true
media brand so i hope you've enjoyed this chat again if you have any questions email me at
alex at morningbrew.com or check out my podcast founders journal where i talk all about the
lessons in entrepreneurship thank you so much for your time [Music] you
How Sam Parr Wrote His Way To Millions of Dollars and Subscribers
you don't have to think clearly necessarily to be a good speaker but you have to think clearly
in order to be a great writer how did you figure out how to write viral articles I was like well
hold on a minute let me do this math if I get a million people to subscribe to my newsletter
and I email them every day I bet you I could make like $2 million a month doing that that
changed my life make it concrete make it Visual and like make a promise at the top and then
there's like subcategories so like women who want to sleep with werewolves yeah that's like
a thing uh yeah it's a thing tell me about the writing so the vision the copy talking to
customers taking notes how did you write the vision so usually what I do is I steal from a lot
of stuff and I mash it together yeah um and so I like branding and I like words words are very
important to me every word has to serve a purpose and so I'm a big fan of like um uh 1980s
and 1970s Wall Street Journal in New York Times as ads like the internet existed when they
would buy a full magazine or like their own newspaper or newspaper they would buy out
these full ads and I love like old Porsche ads Rolex so like Rolex had this beautiful campaign
years ago where it says like the men who what was it the men who create the world wear
Rolex and they would do like an ad with like Dwight Eisenhower wearing a Rolex or some
ship captain in the in the Navy and I was fascinated by that type of like sophistication and I
was also fascinated by cheekiness so like the ability I'm obsessed with this idea of how to be
professional yet informal and so Rolex is a good example of that it's a fancy watch but it's
meant for diving and sports you know what I mean and so I'm really fascinated how can I be
like cheeky and fun but also professional and Elite and so I took uh British racing green
that's one of my favorite colors it's the color of a lot of old Jaguars and old Triumph
Motorcycles and then I like was trying to craft the phrasing and the copy on the website to be
uh like Felix Dennis who wrote This Book how to get rich um it's almost like Richard Branson
and Mick Jagger had a baby like he founded Maxim yeah Maxim magazine and so I wanted
like a professional and Elite but a um like fun and so I would just what I would do is I would
get on the phone and usually what I do where I do Zoom I like will say phrases phrases that I
like and I'll look at the reaction just like a comedian of the audience and i' like that one didn't
hit okay I got to change my phrasing a little bit and I would like use a different phrasing and
like for example I would say like the word business group therapy and like someone I like
their eyebrows moved I'm like oh gotcha okay that's the phrase that I got to keep with and
then I would try all these other phrases and it wouldn't hit so I would just like constantly talk
to people to see the reaction and then that helped me make the copy in the website but um
I'm really good at collo copal copy you know like um um there's like a bunch of different
types of copy but like a lot of people call me a copywriter but that's like when I think copyright
I think of like direct marketing so if you go to like a website like mle fool yeah you'll see 3,000
words of copy and they're trying to sell you on something and what they do is almost like ux
and or like building an app they're actually building an app but they're doing it with copy but
instead of building an app they're convincing you to like fall down the sliber slope and buy
something and there's like Frameworks to do that I do colloquial copy which is almost like
designing a website on Photoshop and making it look good yeah and uh that's what I'm good
at and so I know how to like write words to make people feel a certain way you know Harry
yeah so he texted me this week he said copy is like food how it looks is as important as how
it tastes and I thought that was just money that when you're talking about Photoshop the
copy's got to look good and I think a good copywriter is almost like vertically integrated with
design well you yeah exactly the whole thing has I call it texture your your landing pages
need texture they need to feel and read a certain way and so if you give me a blank piece of
paper and I could just I could write something and probably get someone to buy but it's a lot
better if I can do both yeah uh and so uh I think copy is more important than design I can if I
can have I can have really bad design and not achieve My outcome I could have really good
design and Achieve My outcome but if I had both it's ideal I like that point about talking to
people one of the things that I've really noticed is that good CEOs are slogan years and I see
this in I'll sit down with really high level CEOs and I kind of get to know them and so I have
dinner with them once twice three times four times the average person if you become friends
with them they tell you different stories all the time good CEOs tell you the same story over
and over and over again time and time and again and what I'm noticing is they're doing
exactly what you're saying they're telling the same story and they're just tweaking a word
here tweaking a word there and they're so in love with their project that they see every social
interaction as a chance to test out their pitch well it's propaganda is what it is totally so like I I
like read a new history book every week yeah and like when you read about great cult
leaders even great normal leaders US presidents or Hitler they like it's repetitive and you like
it's propaganda is what it is it's manipulation yes hopefully you're manipulating people to do
good things but in some regard it's it's bad things but I love like reading about how people
manipulate one another with words and one of the common threads is you have to repeat
constantly you say the same stuff over and over and over again and you have to use
memorable phrasing yeah so like at Hampton we a confidentiality oath so you have to like
you can't talk about what is happening in Hampton because that ruins the the uh people
wanting to share and so we were thinking about words and um we were thinking about like
what we could what we could say and we had this like sentence that said it and it not
memorable and we're like nothing no one knowwhere H uh let's just say nothing no or
nothing no one nobody you know like just that that we just use those three words instead
and like just don't talk anything to anyone yep you know what I mean um and so like I like
phrasing like that that makes things memorable because the words actually matter because
if it's not memorable no one will do it totally the line that I have been thinking about for years
is that in the human mind the way that we process spoken information is that repetition is
indistinguishable from truth and that there's something about the human brain that when it
hears something over and over again it just bu into it yeah and there's like phrases that
people say that they don't Mak sense but because there's such good phrases you just do it
and it changes your behavior for example my biggest pet peeve there's this phrase called
when people say I might as well so someone will be in line for something and they don't
even want the thing that they're in line for and they say I've been in line for an hour it's going
to be another 3 hours I might as well just keep waiting like you might as well not like you like
you shouldn't wait like if you don't want it bail but because that phrase is so good like you
use that you use that phrase to like keep waiting in line you know what I mean yeah like it's
that's always fascinating me where there's like phrases that makes that that that are good
sounding but it's like no you might as well not you might as well bail you're using that phrase
wrong you know what I mean yeah like and that's always been fascinating to me so as
you're doing you read a book a week and you're really interested in these Thrillers and these
big history books and how has that influenced your writing so uh I read a lot of that stuff
because I feel like I'm a soft person and it's fun to like you're not well it's fun to like read
about like a shipwreck it's funny it's the second time you said that today really well the first
time you said that was I was soft the second time is I need to prove to myself that I was a
good onene which is actually pulling from the same threat I'm all it's always motivated by
some high school girlfriend who DP me you or who made fun of me like it's all a big rudge to
like get back of people who made fun of me or to prove to my father that I'm good enough
but uh like I like reading about like um books of like where people suffer extreme hardship
and it makes me feel better about what I'm going through so that's one of the reasons why I
like that like Lewis and Clark like baller Z of joa just having this baby and strap it it on her
and walk it across unknown country for two years like yeah she could do that I could do this
stupid blog post you know what I mean so that's why I like reading that stuff I mean these
are great storytellers so there has to be something there right take a book like American
Kingpin I know you love that I love americ Kingpin so um what I what really fascinated me is
how they can describe indepth scenery and feelings with simple language so for example
Ernest Hemingway well or or like some of these great authors that I love are like JD Salinger
like these like people like if you read catcher and the Ry like it's like a pretty interesting book
in that it's like impacted America but like there'll be a sentence like he was sad it just says he
was sad yeah and like it's I'm always fascinated about how you can use Simple language
and simple sentences and short sentences but it be in depth so like I do you do you ever use
that website Hemingway app yeah of course so if you go and put in Hemingway or um some
of like these Great American Authors they write like a fifth grade reading level yeah and like
I'm always it's really cool how you can like create something that uh is a bit in depth or has a
lot of meaning to it with simple language and so that's one of my big takeaways I also uh just
the research they do so um what's the guy who wrote uh Hamilton uh L Miranda oh no he
wrote the the play yeah he wrote Titan he wrote Titan or what's this guy Carl Robert Carl
Robert Carol car like every sentence has a purpose and it required him to go and research it
and I think that that intentionality and that like rigor is very very inspiring I remember in the
Titan biography he describes the way that Rockefeller wore a tie when he was like 12 years
old and I just I remember just being at my house in Brooklyn at the time and I was just like
that is such insan insane research it was amazing right it's just like a crazy flex but I think
about this a lot when I'm talking to R passage students talking to new writers whatever it is
what people will try to do is they'll try to like on their personal website or in their writing they'll
try to flex they'll be like I'm the chief marketing officer at this place or I've been doing this for
like seven years it's like don't write any of that yeah just write in a way where you can have a
series of words a sentence an observation that shows me your experience I don't want to
see it explicitly I want it all to be implicit and when I see the Tha description and Titan I'm like
okay now I can trust this guy it's cool right way more than the bibliography at the end of the
book and you know I'll tell you fun this is could to be a good clip for you I'll tell you a funny
story so I like American King pinned and here's what so Ross brick orbite he was the guy
who created Silk Road they sold like2 billion dollar worth of drugs in two or three years it was
like the eBay of drugs and murder you could like hire someone to do crazy I knew him before
he got busted in San Francisco in San Francisco I went to a party and I was flirting with this
girl and he bust in the door and he's tall and he's good-looking and he was like pretty
charming and he stole this girl I was with but I was like not even mad because I was like it's
a good-looking guy I don't blame you and this was like 10 years ago or 14 years ago and um
I just like said a handful of words to him and and friended him on Facebook and turns out he
lived down the street from me in Glen Park in San Francisco on I get home one day on like a
Tuesday and there was uh on the news and there was something like going on down in our
little village in our little neighborhood I was like what the hell's going on and I see the
headline the founder of Silk Road Ross o was arrested at this Library Five Doors Down from
my house and I'm like oh my God I knew that guy I knew him and I went and took all the
pictures I had them in Facebook and took them down and saved them and then I read the
book American Kingpin and Nick Bilton yeah uh he uh did such a good job of explaining
Glenn Park and when rth got arrested he did he's like this Bakery was here I was like yeah I
know that that's the Brazilian Bakery I know that one and he explained all this perfectly he
goes the wind was blowing this way and his shadow was to his left and I like researched like
Nick how' the hell do you know this stuff and he like wrote an interview where he's like I
looked at the weather uh I looked at like where the like wind was blowing I saw Facebook
photos of Ross and I saw that like he was facing this way and he and also Ross was like
writing in his diary daily about what was happening I read all of that and I baked it into the
story and I was like that was so beautiful I felt like I was there he did such a good job and in
fact I I was in that neighborhood and he did such an effective job of doing it and so it's just
amazing how much like rigor goes into that totally so Caro has a few things so when Robert
Caro was first writing his biographies of Lyndon B Johnson what he wanted to do was
Interview the people in the Hill Country actually right out by your Airbnb his lbj's place just
short of Fredericksburg and he would go out and wouldn't get good information so he was
living in New York at the time and he said to his wife we're moving to the Hill Country so they
lived there for two or three years and the thing that Carol would always say is make me see
the scene make me see the scene make me see the scene so what I did was I went to
Caro's Ranch and I brought the first Carol you and I was in his childhood home and I was
reading the book in my right hand and looking at the rep rendition of the house actually on
his Ranch and just looking at how car described things but I think that's the work you actually
move there you do these interviews they take forever and the other thing that I think is really
interesting from an interview perspective that I learned from Jimmy Sony who just wrote the
founders guest on this podcast is so many of the best interview anecdotes come from people
who are outside of the main stage when you think of the founders you think of David tax you
think of Peter teal you think of Keith R boy you think of Elon Musk in terms of the history of
PayPal he said no a lot of the best insights come came from the guy who interned there the
guy who worked there for two and a half months had one interaction with Elon and because
they're not media trained or something there's an honesty and a purity to their observations I
also think that a lot of these biographers or people writing non-fiction books I have no proof
of this I think some of them I wouldn't say they've lie but I think think what like they don't let
the truth sometimes get in the way of a good story like for example I'm reading this book
about the Korean War okay and this guy is like writing about this Soldier and he's like uh and
as he CL closed the door he thought about X Y and Z and it's like well that that was 70 years
ago you don't remember what you were thinking as you close that door more more likely
than not but it's not a lie to say he thought because he probably thought about that another
time or he probably like told this guy you know what I mean but you don't let like you're like
well but I could weave that into the story it's so what I kind of learn what I kind of learned was
like reading a lot of these books is um you can kind of like like for example if I'm telling you a
story where I'm like yeah I was driving to the driving to my car and the guy next to me was
telling me the story and we were just laughing well he didn't tell you there was three other
people in the back of the car was also chiming in it's like just leave those people out you
know what I mean you you don't bring that into the story yeah and so like when you're writing
like an interesting story or like uh you can pick kind of certain parts and every once in while
you could fudge a little bit of it it's like look it doesn't matter like that that's not a mean thing
but I can make that to make a more cohesive story I think that's what a lot of them do yeah
um but I don't know if that's a fact tell me about the these early days of the hustle so I want
to hear the Genesis of your interest in copywriting I want to talk about the pen names and I
want to hear how did you figure out how to write viral articles you told this one story about a
news article that you saw you realized it wasn't very good there was something in the news
article that he had made a bunch of money or something he said wait hold on let's bring that
that yeah they missing yeah so tell me about this yeah so I started the hustle because I um
was always interested in sales like I always wanted to like convince a girl to like me like in
high school or like convince someone to like me or or or learn how to get voted class
president whatever were you class person no but it didn't work uh I was still learning um but I
I had a I opened up a hot dog stand in college and I was like all right I'm going to use this to
like sell hot dogs whatever and then I was like this is exhausting How can I like sell to like
more people and not have to work all the time and that's when I learned about copyrighting I
took Neville madora was now my best friend I took his course did you know him at the time
no no wait you took his course then he became like your best friend now he lives I took his
course and then I cold emailed him and I said I'm going to hosted an event in San Francisco
I'm going to take care of your accommodation fly up here I'll pay for it and it was really just
like 10 of my friends and we each paid like $10 to pay for his $300 flight or something like
that and he stayed at my couch in my house in San Francisco and we became best friends
and so that's how it worked uh so yeah so he then he was the best man in my wedding um
so thank you and so I um I like learned about copywriting and then I read the biography of
Ted Turner that's the guy who started CNNN yeah he's he was a wild guy and he was like
from the south I'm from Missouri I was living in Tennessee but he created this like New York
Media company and I was like I'm an outsider I love news I like content what can I do and so
I was like let's just what if we Blended this copywriting with like some type of Journalism and
we created a a a way that I can make money with content because I love content I love news
and so I started I started a Blog and the problem with the blog is that it was like impossible to
get people to continually come back to your website like it was really hard like BuzzFeed let's
say they have 100 million uniques a month they have to get you know whatever 100 million
divided by 30 to come every single day yeah but then I started learning about email and at
the time no one took it seriously it was mostly like people who did newsletters was like the
mly fool but then like other like not other but different scam scammy Shady like affiliate sites
what year was this I got interested in it in 2014 okay um I started the company 2016 but I
was playing with email in 2014 yeah and I was like well but hold on a minute let me do this
math if I get a million people to subscribe to my newsletter and I email them every day
although they're not different people if I get a 50% open rate so a million time 30 if I email
them every day that's uh 30 million people 50% open rate that's 15 million people 15 million
people a month I bet you I could make like $2 million a month doing that as opposed to
getting them to come to my website constantly and so I pitched a bunch of people this idea
and they were like no that's nonsense that won't work and like the founder of a big company
um he is the CEO of I'll tell you after the CEO of a large like digital media company he was
like that's man that's never going to make any money and I'm like man do the math if you're
on your phone who cares if you're on Chrome Safari or in your email app if I have your
attention you're going to come like I'm the ad will work and I can you can read my content it's
going to work and so I just launched this thing and the hustle and I created a Blog in order to
get email subscribers to the the newsletter and so so that was your One Core metric email
Subs yeah it it was opens so how many people opened up my newsletter every single day
cool and so the hustle now we're at close to 4 million subscribers so 4 time 30 the math
doesn't exactly add up like that but let's say that's 120 million uh people a month uh not
unique people but like reads a month and I'm like that's like the same I mean that's a lot of
people that's a lot of reads um the math is just there and you only need like three people to
run that um and so I just did that math and I was like I think this could work and so in order to
make it popular I think in the first year we got 150,000 subscribers year 2 500 year 3 1
million year four when we sold it 1.7 and the first 150,000 just came through blogging cuz I
knew how to blog and I knew how to get people would come to a website and I would go to
like different subreddits that I thought so my whole strategy was go to where the people who
you want already are and siphon them off and so now there's Twitter but back then I didn't
use Twitter but they're on Reddit and so they' be like on this subreddit called self-publishing
for some reason a lot of self-publishing publishing people my content was the hustle it was
business news and it was for mostly uh Young Folks which is mostly young men who would
read it 70 60% young men and I this P the self-publishing subreddit I thought that might be
where some of our people are so I'm like what content would get popular in that subreddit
and so I knew a guy who was kind of a SLE ball at the time where he was making 60 Grand
a month and basically what he would do is find books on how to sleep with women and like
take all like the interesting topics from it and like merge it into his own book and then put like
a sexy title on it and then like get fake reviews for it and then that would like go to the the top
of the Kindle rankings that he would make money huh and I was like that I think that's crazy
that you're doing that I'm going to write a story about it so I wrote a story about it and then
the next week I said to top it off I'm going to become a bestseller I'm going to prove that this
is nonsense that this is that you can do this and you shouldn't trust everything you read on
the internet and so we found out that uh romance novels had the RO most liquidity meaning
the most amount of new books and the most amount of buyers yep and then there's like
subcategories so like women who want to sleep with werewolves yeah that's like a thing uh
yeah it's a thing well look at the movie uh that movie that came out 50 Shades of Gray well
no there's some other movie with a guy named Taylor what's it called where he's I don't
know there's like vampires they're like vampires this is all news to me it's like hot vampires
who turn into werewolves that type of thing uh is to me uh anyway there was another like
category of like hot military guys you know like if you're like a hot marine or in steel and then
me and my old life yeah and so we made it like a a werewolf who become like a Navy SEAL
and slept with women or something like that and we put like some crazy title on it or some
crazy uh this was a book that you published yeah so what we did was we plagiarized
another book so I just found another book that was popular and I just took the I took the
content I barely changed it and it got approved through Kindle and we put a sexy title on and
then we went and got a bunch of fake reviews and we were number one in our category
what yeah I had no idea yeah and then the um publisher Harley Quinn was like threatening
to sue us the second week we launched the company uh because they go you plagiarize
and we're like look guys we're actually trying to help you we're not making fun of romance
novels we're just trying to prove that Amazon is kind of like NE being negligent here and
letting like people do crazy stuff and that you shouldn't trust everyone just cuz hey they're a
best seller like it's and we're actually helping you and they're like we get it just take it down
and so anyway I published those two blog posts and we got like a million people to our
website because I posted them on that subreddit and we viral there which went viral in this
other place which viral in this other place and I would do that every month and so another
one was like soilent soilent like Slim Fast for nerds okay my publication I'm a nerd it's like
nerd that's a good colloquialism Slim Fast for nerds that is a great example what you're
talking about yeah exactly and so um I lived on we had a guy live on soent for 30 days and
we like posted it in the subreddit of soilent and so just doing those crazy things over and
over and over again we got 150,000 subscribers in one year and our popup would say oh
wait no no no the popup well while you're here the hustle is actually uh like a daily newsletter
and we write these crazy blog posts every once in a while if you want our newsletter sign up
and if you don't like it we'll vill you a dollar that was like the the that's what the copy said
that's so good yeah yeah because that's how people would chatter in a bar yeah it's like yo
not another pop up oh come on if you don't like it throw your throw your dollar well it's a
attention interest desire action so that's like what's that so so uh that's just a framework I
follow it's a it's it's I didn't make it up it's an old thing so attention grab someone's attention
interest get them interested make them desire it by uh telling them facts and how it's going to
solve their problem get them to act so for example if I'm going to tell you to drink more water
because it's good for you you maybe will do it or maybe you won't do it but let's say you're
trying to gain muscle I say look have you ever seen those big beef cakes at the gym who
walk around with gallons of jugs of water that's an attention getting like story you see the
reason they're doing that is because water builds muscles 30% faster than not drinking water
this is fake obviously I'm making this up and then the desire is like so if you drink like eight
gallons of water a day uh you're going to get bigger muscles at a 30% faster rate you're
going to feel better in this way and your skin is going to look great so all you have to do is
drink bar water and specifically eight junks a day like that's how I would convince you to
drink water yep you know what I mean yep and so I would and then at the bottom buy water
buy our water for the action exactly cool and so that's like Ada is like a way to like grab
people's attention who are new so transactional traffic and to get them to act and so I would
do that with the popups and I would do that with like the footer uh you know at the bottom of
an article you got to imagine someone's flow they're there you got to get their attention yeah
so you just I would do that constantly and that's how we get subscribers I heard that you're
onboarding email for the hustle was sick yeah so that's another thing with a lot of websites
there's this part that I call the Forgotten text so when you sign up to a newsletter the thank
you page after you sign up is typically like your very generic yeah cuz you're just and you
installed some software and just thanks check your email totally and so I'm like we got to
make that special but that was like the welcome email 9 out of 10 times before at least
before we started it was just like some generic like thanks for subscribing click here to
confirm instead I was like no that's forgotten text we got to use that and so I wrote this like
really good in-depth email where I was like uh what just just happened was magic you see
as you entered your email a little bell went off in our office and when we heard that Bell we
went crazy I just saw my head of operations Cara she just ran outside and hugged a guy and
another and another employee John is now doing 15 push-ups because he's so excited he
had to work off some energy and then this other person is going to do this other thing wait I
got to go stop them they're going to get in trouble but hey before I leave I just want to say I
really appreciate you for signing up you're going to get your first email tomorrow and it
means a lot to me that you're here like I would do things like that and at the time our brand
was like a little broy so like we could get away with being a little obnoxious but that was like
the whole trick was like the Forgotten text it always has to be good you just said at the time
one of the best piece of advice I've ever gotten from you is when you want to research how
another company does copy don't look at what they're doing now go to the internet archive
and see what they did in the early days that's so good you got to go to web archive because
because it's kind of like if you're a 13-year-old kid and you want to be a pro basketball player
don't exactly look at LeBron today go and look at what workouts he did when he was 13
yeah go and look at what stats he was doing so you can track your way up there you know
it's not exactly fair to compare yourself to the final version right and so what I like to do is
whenever I'm researching a company or trying to get ideas for how they phrased or
positioned their product you go to web archive and you what I tend to do is I find news
articles in the was Journal Tech crunch wherever where I'm like all right they're at they just in
this article they announc series a or they announc uh that they're at this much revenue or
they announc that they're expanding this product offering to this other thing I'm like all right
cool let's see what the phrasing was three months before that because if they raised that
funding round they're not that means things are working let's look at what things were when
they were nothing and they had to make it work yeah not where they have all these other
offerings and they're going broad let's see figure out exactly how it started or for example uh
you could figure out like what type of culture the company had like were they zany were they
like what what because often times when you're starting a new company you're like well
Shopify does this and it's all professional and polish and it's like okay yeah but everyone
knows Shopify let's see what they did when they had to stick out do you know what I mean
yep so yeah web archiv is like the best thing ever I think a really good example this is
morning Brew morning Brew had that amazing homepage click your enter email it was so
simple and now if you were to say hey morning Brew they've done really well they sold on
you're to go on their home homepage it no longer has that we did that too or I'm not part of it
anymore the hustle did that too and it's so stupid here's what happens adding complexity
because you have I think the I don't know how many employees the hustle has a lot morning
probably has two or 300 it's because people who didn't start it and didn't look at the numbers
early on say well gq.com has an open homepage where we can click around the Articles or
this website has an open page no one has just a plain email inbo like an email inbox and
they're like yeah but that thing worked really well well but all these like committees are like
well but they do this they do that they do this you like yeah but this worked and so anyway
it's like a committee making the decision not necessarily like looking at the numbers and
figuring out what's right and you just copy other people I like this meta strategy for starting
media companies to look at a space and then counter position against New York media so
Ben Thompson does this against something like in gadget New York media had a very
standard way of talking about tech Ben Thompson comes in and says we're going to analyze
the business bus model of tech there are all these sorts of standard ways and there are
many media companies especially over the last decade that really were saying hey New
York media does this we're going to do that and we're be able to reach people because it
won't be so sterile and sort of in the homogeneous Circle joke yeah I mean bar is a good
example ESPN you're wearing suits you're behind a desk you make some jokes but it's
everything's like pretty uh above the line and they're like H yeah we're going to appeal to like
a little bit of the lower common denominator a bunch of like you know Pizza Bros just sit
around you know what I'm saying and it works and so yeah I think you can look at what
whatever's working and go the opposite telling about this book that you brought elements of
eloquence why' you bring this you brought one book tell me about it I just started reading this
or I I I I read a lot of it and I'm going through so you you were talking about copyrighting and
so I'm obsessed with phrasing yeah you ever listen to Scott Galloway yeah he's beautiful at
phrasing I like people like that or Felix Dennis this author of how to get rich tell me about
Galloway what does he do so well so he I don't think of him as a great Frasier I think of him
is really good at other things so what am I missing he's lyrical he's like a rapper when he
when he talks you know like the rhythm is wonderful yes and I really like good Rhythm
because that's another way that you Captivate people's attention so like when to leave
space is when to talk really low but then when to get loud you know like like people who like
have that Rhythm he's also funny and he's funny yeah watch his L2 videos he would come
out with these one this one video every Mercy No Malice it was great and he would but he
would use these phrases like he would call Amazon Microsoft I forget the other he' call him
the four horsemen yes and like he would like talk like really slow like this but then he would
like make us like but who anyway who cares about those losers but anyway like he would
like make these like he like had this beautiful phrasing so I love phrasing same with um Felix
Dennis yeah so like he would he like he would write his phrasing will be beautiful like he'll
say things like so why am I here sitting writing this book you may ask because it's fun like
you know what I mean like he'll just like he'll talk to the reader in a really nice way and ask
himself questions and I really enjoy that so I was with dares sha do you know who dares is
CTO of HubSpot yeah darash darash is kind of my hero so darash is this guy really good
writer you know very good writer you know he signed up for write a passage and I was super
excited I was like yes did he attend could be in the course I don't remember but I bet you he
did so here's here's why happened was I called him and I was like or or no I emailed him I
said hey you want to hop on a call and he basically responds not really with an emot but with
an article about why he doesn't do any meetings and I just I was like that's badass man like
you had this in an article and it was funny because if he had sent me that I would have been
like maybe got offended or something like that but the fact that it's in an art an article for
posterity it doesn't feel personal I was like I respect it dmes is awesome so dmes had a
previous company that he started and he got a little bit of money and then for some reason
he wanted to go get his PhD or what did he get his his MBA at MIT and while there he met a
guy named Brian and they had this idea for a company and and dares goes all right I'll put
up the first 500k for the business but and I'll be the CTO but no one can report to me and
that was the rule and that company ended up being HubSpot and now it's worth like $30
billion he's very likely a multi-billionaire oh I didn't know that yeah yeah it's publicly traded so
any given day it's worth wor between 20 and $30 billion he's also very prolific and successful
angel investor so he's worth billions of dollars um and he told me uh I get dinner with him
every once in a while because he bought my company and so I become friendly with him he
told me he goes um copyrighting is the most underused or undervalued uh asset in business
and so I wanted to get really good at it and so we studies it and he reads a lot about it and
he told me to do read this book and the reason he told me to read this book among for a
bunch of different reasons was he gives a know every year at inbound his conference and
he was like I read in a book that like to be to be funny being funny helps people remember
like what point you have to make and so this guy dares he's an engineer and so he goes so
what I did was I took HubSpot I took a 100 employees at HubSpot I broke them down into
like sets of 10 and I delivered this speech that I have to 10 different groups and before I did
this I built this plugin on Zoom that would count how many times they laughed and when
they laughed when I spoke and in this book that I read you want to get a laugh every 90
seconds or something like that and he goes so I honed it in and I looked at my software I'm
like all right I didn't get a laugh for 2 minutes here this time it was three minutes all right I got
to put a joke here got to put a joke here and he honed this in and that's how he did it and that
was his goal two years ago was to get laughs every like 90 seconds something like that this
year he said he goes my goal was to um save more memorable phrases but I didn't know
how to do that and he goes I bought this book and it helped me come up with memorable
phrases because this book it's called what is it called the elements of eloquence it's basically
different tools to make things more memorable to make phrasing more memorable and this
is what he used to make his phrases more memorable and so I wanted to learn about it and
so I've got a few interesting ones so uh I know that you're like into the Bible now you said
you're recently converted and so uh there's a few phrases in here that I thought were cool
have you ever heard of a you said you knew this but you don't remember the words and
these words are hard to pronounce so excuse me if I screwed up but a a polyon I don't know
what the things are and how they relate to what they are but when you say them I'll be like
oh I probably know that so all right so this one is when um you say the same word or close
to the same word in the same sentence but this but that word means two different things
okay so here's a Biblical one so this is from the Our Father forgive us our trespasses as we
forgive them that trespass against us so trespass twice and so that's like an interesting way
to PHA uh to phrase that that I love another one is um in the Bible there's tons of these but
it's called an antithesis so it's like you say one thing and then you say something that is like
the complete opposite of it so here let me find a good example those who can do do those
who can't teach so you're you're trying to like explain like something and so you say this
thing and then that thing would ask not what you can do for your country but what your
country can do for you would that be antithesis yeah or uh and some of them like blend but
like another one would be like um we choose to go to the Moon not because it's easy but
because it's hard exactly that's one not because it's easy but because it's hard yeah so
instead of just saying like uh we're doing this because it's hard you say not because it's easy
but because it's hard right and that's like really good phrase there there's a ton in the Bible
where it's like to everything is a season and a time to every purpose under the heaven a time
to be born a time to die a time to plant a time to pluck A Time to Kill a time to heal so like
these like these phrasings are really fascinating wonder if Eminem read that book oh maybe
and here here's one more there's another one where it's called a I have to fight it it's called
Uh I think it's called a mer merism merism and it's like um this one's when you use words for
Words sake so for example if I wanted to get the attention of a room you just say everyone
instead you say ladies and gentlemen or uh when you're getting married uh uh in uh in
health or in sickness you could just say all the time right in health or in sickness or like uh
instead of saying he ate everything you say like uh or you say Hook Line and Sinker he ate
he ate the fish and the hook line Sinker it means he ate a lot well what I like about this is it
flies in the face of remove everything unnecessary exactly and that's something I believed in
for a long time and then I realized your writing needs to have some soul and you and the
phrases like that give soul to it you know like one small one small step for man a giant lead
for mankind yep like though like that's very that's a very memorable phrase that was planned
no he didn't mean to say that he he meant to say uh so there was a a there was static in the
in the when he was speaking so they couldn't entirely understand what he said but I think he
said one small step for a man a giant leap for mankind yeah and so they that a got removed
but it so much better one all set for man that's everyone versus him and so uh but then but
that's that's an example of another thing I said man and Mankind yeah and so uh anyway I
like those types of phrasings I I I think that they're really fascinating how cool is it that for
such a definitive moment in human history the technology glitched to dial up the Poetry so
much yeah it it worked out beautifully and and I think that's happened a lot of times there's
been like a lot of phrases that like people uh didn't say one thing but over the years it's like
become a thing there's a story I bring this up whenever students will ask me about imposter
syndrome and they'll say oh you know I have imposter syndrome and how can I get rid of it
and I go you'll never get rid of it and it's something that you're just G to have to deal with and
there's a story where Neil Gaiman the fiction writer he goes to a party and there's all these
bigname people there and Neil Armstrong basically says I have such bad impostor
syndrome there's people here who build businesses they want Olympic goals they've written
great books all I did was go where I was told and if Neil Armstrong has impostor syndrome
then you will have impostor syndrome by way that's a great line I just went where I was told I
like that uh but yeah that's interesting love that story because it just like it's just really the
knife in the stomach of impostor syndrome to me yeah it it definitely doesn't go away and I've
been fortunate to have those like meetings with daresh and these people at hustle con and
like literally billionaires people worth1 billion dollar definitely doesn't go away tell me about
the combination of headline first two sentences that you really focused on at the hustle so in
the world of social media but even not social media you don't if it's just a magazine n you
know let's say you have um a 1% click through rate that means that if a uh 100 people see
your headline only one actually click it there's a world where you can change 1% to 10% so
um a lot of writers at the hustle originally they would write these amazing articles but their
headlines sucked and I'm like dude what's that what's that phrase the tree falls in the woods
and no one's there there to hear like I'm like dude no one no one's going to read this that you
just worked all this work on you got to spend time on the headline because you can change
1% to 10% pretty easily uh once you kind of Master an art of like headlines and then in the
world of your phone say similar I mean Tic Tac didn't exist when we started but this is pretty
obvious that you have to grab someone's attention right away and so I need the headline so
like on Facebook for example the way your eyes go are headlined description picture like
that's usually the story that you're telling yourself or like the that's like the order that you're
going like that first of all I try to think in headlines Ju Just like uh so like if I have a good idea
of her story I think like what would the YouTube title be yeah or not necessarily because I
care about the clicks but because that just helps me like frame it you know like what's my
hook but then the the opening line is just is just as important because I got to grab their
attention because I usually the way it works is a lot of people say something's too long and I
and my opinion of that is like no that it's not that that article was too long it's that your slope
wasn't slippery enough you know what I mean like you got to get someone to fall down that
and you have to craft it early on because once someone starts reading they're more likely to
read through the whole thing do you know what I mean and so you you got to make that
slope really slippery to get them to fall down otherwise it's worthless that you spent all this
time working on this thing Lord of the Rings is who knows how long when you watch all the
movies people do Mar marathons in a day you have comedians who do these great stand-up
sets that are an hour and a half you have Rogan the most popular podcast in the world the
super hours yeah the idea that we're moving to short attention spans I don't think is quite
right I think that adjacent it's like we're moving to Shorter patient spans or something like that
that people want payoffs faster and faster almost with what you were saying about daresh
like in a comedy sketch that's really good it's an hour and half but you're getting a payoff
every 60 to 90 seconds just like what was going on in that speech yeah and I mostly don't
believe in like changing of trends like I've read Robert Green has this book called human
nature and he tells a story about how like some of the earliest writing on walls was a
generation complaining about the generation after them that they were lazy it's like that will
always exist you know what I mean and people will always be impatient like it's always been
the same so like uh if you read a lot of history you're like oh hey people nowadays are
complaining about World War III and they thought the Korean war was going to be World
War I like Churchill said World War I is about to happen wow yeah like people always think
that like one thing is going to happen I mean so anyway my point being is like I don't really
believe too much in like Trends uh like that human nature is almost always the same one of
the pieces of advice that I really like though that I think I'm going to implement is either write
a piece that's less than 500 words or write a piece that's more than 2,000 words and that in
the middle it just doesn't work like it's funny when I think of the most popular things I've
written they are things like the never- ending now certain tweets that are just these short
pieces super distilled literally like a screenshot or I wrote Peter Teal's religion I wrote a piece
called what the hell is going on in 2017 or 2018 that just went absolutely viral and I think of
those is like these definitive takes someone's going to sit down maybe make a cup of Joe
and actually read it very intentionally or just hey click it open it read it hey that was pretty
good ship it off to someone is sort of in the flow of the day today and there's something weird
about that middle that generally isn't as good yeah and we found that with the hustle so
that's kind of where that idea came from was like we would write these Sunday stories that
would go viral all the time we had this guy worked for us named Zach Crockett most people
have never heard of him but you definitely have seen his work because he would go every
Sunday we'd write something it would get 5 million views or 2 million views like constantly
and he was a he he made hits we always just say no deep Cuts hits only he just he wrote
hits you know he was like the Lady Gaga of Internet writing he just like pumped the out he
went an indie band and um what what we found was like either things that are long defined
as 2,000 or more or things that were short that is kind of like people want one of the other
um and they serve to different purposes and anything in between was a little bit uh no man's
land how did you craft a team you had staff you had Zach you had Trung all of these writers
who individually have a sense of distinctiveness a Vibe a personality but then get them to
write for the hustle in a way that was consistent with the brand but also not in a way that was
procrasti where you were yeah I mean basically morphing them and shaping them to where
they lost their Essence we I think I don't know how many people we had hired over the years
50 or 100 what we sold we had 30 or 40 people and of those like 30 or 40 or 50 people I feel
like 30 of them are like popular in the newsletter space now or own like a agency or own like
a newsletter company or own or are like prominent writers and so one of I take a lot of Pride
that we found what I always say is I'm going to buy her stock early before the market finds
out yeah and so we got really good at that so trong was like not a writer Trung was he
worked at an analytics company I don't even know what he was doing uh Steph was a
product manager I don't even know at top tail like she wasn't like um and so and Zach one of
our best writers he worked at a uh he was just a blogger um and so I would just like find
people who had good headlines or who could uh like trunk didn't have a Twitter when he
started working for us but I would do a few things one I would search for people who are
writing for fun so that's what Steph was doing she had a personal blog and she had one
headline that convinced me that she was great it was to be great just be good consistently
yes so I saw that and I dm' her I go that's an amazing headline you want to interview for a
job as a uh doing whatever I forget what her role was but uh that's why I found her with trun
and Zach I knew they would be good because I could usually what I look for is I call it the
bottom fourth of a resume so what you studied if you played Sports things that you put at the
very bottom and I asked you about that and and if you could tell me a story about it and
entertain me that gives me proof that you are an interesting person and you have an
interesting opinion and you might be a good writer and then what we did was we would take
our email our daily email and we would ask them just to rewrite it by hand for a few weeks
just to understand our voice and then we just said all right get after it so that you hinged a lot
on that bottom fourth what they did making sure that hey they have some interesting
opinions and yeah like if you spent like $200,000 on College and you can't entertain me on
like your favorite class you're a loser and I don't want to be around you like that's my
philosophy which and the other thing was are you still pretty big on these real work tasks
yeah like I believe in copy work that's how I learned how to write tell me about that so copy
work is uh I think I originally read about it in the Ben Franklin biography so Ben Franklin used
to use it and then Hunter Hunter Thompson wrote every sentence of the Great Gatsby so we
could feel what it was like to write a great novel yeah that's badass it's badass like Jud
appow did that with comedy and SNL scripts and so I wrot out this thing called copy work
about basically up until like the 1920s or 1930s this is typically how we taught children how
to write and when you think about an instrument uh we're really good at learning instruments
so like if I want to teach you how to play the piano I'll teach you a little bit about how to read
music but I could even teach you not to read music and I could just be like look copy me do
exactly this and then you play Jingle Bells and then you play Happy Birthday and then you
play a more complicated song but you're copying other people's work and then you're like all
right I want to like learn like rock and roll so I'm going to learn how to play like Nirvana and
then Green Day then I'm gonna like combine all this boom I've got my own thing now yeah
that's the best way to learn how to play an instrument my opinion it's also the best way to
learn how to write but we don't do that and so what I did was I spent months just locked in a
room doing this thing called copy hour where for an hour to a day I would just take the best
sales letters of all time and I would copy it by hand and you have to do it with a pen and
paper not typing it I do it with pen and paper and then I would like learn the texture of the
writing and I would see the uh the patterns of like great writing even writing that I didn't want
to emulate but I'm going to steal that from you steal that from you and I'm going to create my
own voice um and I do that with writing and I think that's the best way to learn in my opinion
what was a habit that you did for doing that what you do an hour day for six months or
something yeah and I still do it like right before I got to write something if uh if I have to write
I'll take like a book that I like and I'll just spend like just 10 minutes just really yeah like
Anthony Bourdain for example he's a really great essayist and um he had some like good
just like passages in his books and I always thought that um I thought that he approached
the keyboard with boldness and I appreciated that and so I would just be like all right I'm
feeling a little weak today I need let's get bold and I would I'll copy his stuff boldness that's a
big theme in the kind of writing that you got big tattoo right here and it says uh the the hustle
I go we're a pirate ship and every subscriber we get is a little bit of win in our sales and I
have bold Fast Fun BFF tattooed here because I believe that's my kind of my motto for
business is bold Fast Fun bold Fast Fun okay you're coaching me David writing is sterile it
lacks boldness what do I do like you have to give me a topic let's talk about R of Passage
like okay so the homepage for r a passage I want to have like right now we have you were
made for more and Harry dry was looking at he's like it can be better one of the things that
he always says make it falsifiable make it concrete make it Visual and like make a promise
at the top was one of the big things that he was saying and I just I even feel like what what I
would do if I was you is I would go through your testimonials or your reviews and find a line
of inspiration so like it could be as simple as like a a crazy claim like give us 90 days and will
I I would have to think but like we'll like turn you into like the greatest writer you'll ever be or
something like that this is exactly what what Harry recommended when he sent me these
loom video feedbacks and he said you have this thing towards the bottom of your page that's
super bold and it's out there what's the line 38 people from our last cohort called it
lifechanging that's a great one and we had that all the way at the bottom he's like what are
you doing yeah that's a good one life changing is a good one so like like some type of
promise with a number typically does well uh and then like a sub headline that it further
explains it yeah so like what what would you say your headline was or your H1 or your title is
You Were Made for More yeah I would make that like an age3 yeah like that would be to get
you to continue scrolling well one of the things I found with boldness is I find that sometimes
when I open a computer it's like I'm in work mode or something I'm a little scared or timid but
then if I'm just texting friends or or if I'm in conversation with somebody and I'm sort of
feeling a little hype then I'll say bold things and then what really helps me is to have friends
say hey that's good like last night I had a friend say write that down and I was like yes and so
I feel like boldness is something that I can't consciously cultivate but when I'm feeling
relaxed and calm or little energetic and sort of in the flow that's for me when boldness comes
out well then that's why I do copy work because that gets me in the the mode and typically
what I find the the good comes out into editing nine out of 10 times you write something and
like the first five paragraphs just delete it yeah and then that's where it starts you know after
you're like five in you got to get that crap out of the way and it's pretty normal I think you
have that David Ogie book on there what did he say I'm a I'm a lousy writer but I'm a
worldclass editor or something like that exactly uh typically that's how it works you got to get
the crap out the way you know it's like you're warm up and then your real workout is in the
editing yeah fast fun talk to me about those uh I just believe in speed I believe in momentum
I think when you start business or when you start any project if you don't start right away and
you if you don't put some Stakes on it you're screwed meaning if you say if you're fat and
you're like I feel fat and disgusting and horrible all right well post a shirtless picture online
and say in 60 days I'm going to look better and I'm going to post another picture in 60 days
and do it right now you have that idea do it right now I like I firmly believe in like putting your
back against the wall and there has to be Stakes on so what I like to do is like if I think of
something I'm going to like immediately put it out in the world so I feel pressured and I force
myself to do it or I'm going to put some money on the line to where I have to do it so that's
where fast comes in I'm a big believer in that what I do with my writing is if I'm at a dinner I
won't walk into my house until I've written out something that was an epiphany while I was
sitting down but the best thing I do is I have the GPT for voice transcription and it's so good I
mean it so much better than Siri and I just open up my phone every day for something and I
just say it while I'm out on a walk I say it right when I have the idea and I never let the
momentum the fire the Roar of an epiphany and never let that flame die I do it right now and
I think what you could even do is have like a personal blog that you don't even share with
anyone and you just put it out there so you're like that's on the internet like it's it exists
maybe I'm not sharing it but I know it exists and so I feel pressured into like doing that now
yep um which I have I have like a Blog that no one knows about but like it gets like 100
people a day who somehow find it through search and I just like I put that out there and it's
like I'm on the hook I so that kind of makes me feel on the hook so that's where being fastest
and then I just like Adventure and fun I don't know I just I love being a and getting into
Adventures so what Riders Inspire fun for you embody that I like Felix Dennis because he
talks about like some serious topics in a fun way uh I mean how to get rich was like the best
I don't read business books but I used to and that's the best one I've ever read hands down
well who are some other fun writers um my friend Neville madora like whenever I read his
work I'm just happier because I feel like I'm having a good time reading his stuff um who else
is a fun writer I don't think there's that many that like I don't know who do you think I think
Mike salana is hilarious I don't he's just a Twitter guy right yeah I mean he's so funny like he
just has such a voice about him that's my favorite thing about his writing I just feel like he just
injects you with just this shot of energy and it's funny like I just love the mix of fun and funny
like even now when I'm reviewing our team's copy or writing something for sales or for
something that a student will read I'm just like did this make me smile did it make you smile
as a writer I read something this morning it was like that was written under some kind of fear
I don't know what it was but like that was written with your back against the wall or
something that was not written from a place of love and the Flames of passion do you read
history at all not as much now do you know about MLK's assassination no I love
assassinations I read a lot about them so like there's only been four presidents who have
been assassinated you know who do you know they are hold on Lincoln yeah JFK easy hold
on Lincoln JFK who are the other two Garfield he was assass a something like 90 days in
would have never got that and then uh McKinley when so I've read all about the about their
ass I just love assassinations it's like a fun Thriller I love it because there's a beginning and
the middle and end yeah um and so I recently I read this great book called Hellbound it's or
hellbent Hellbound it's about the assassination of MLK and so basically this guy James oay
he was racist and he was crazy and he assassinated MLK and then he got away and a lot of
people don't know this you know where they arrested him they arrested him in England so
this like 90 days after he did it so he basically um shot MLK got in his car drove off and they
they didn't even see him and he drove all the way up to Canada where he got a fake
passport made and then he flew to Portugal and then to England and then on his way to the
uh to back to Spain or to Spain he was in the British English airport and he gave his passport
to the guy he put it into his pocket and now as he's walking off the security guard was like
dude you have is that a second passport that's coming out of your pocket and he was like oh
it's uh they spelled my name wrong so I had to get and they're like hold on man come here
what is this come here here and they they're like you have two passports dude this is Shady
come in here we got to talk to you and that's how they caught him that's crazy it was crazy
so he almost got away he was on his way to he was on his way to Africa because there was
like this racist government and they're like they're going to welcome me Wide Open Arms he
almost totally got away and that book it's like 300 pages I like read the whole thing and they
did such a good job of like capturing my attention have you ever read Shan ton uh
endurance Shan ton oh what shant Trum okay so shant Trump fiction book and I read no
fiction so recommending a fiction book this is like I'm recommending a fiction book and I was
with a friend and I was at his cabin One Summer and he was like hey I know you don't read
fiction I have a 90 a 900 page fiction book you have to read it I'm like there's no way that I'm
going to read this book he reads me the first page and I was hooked and I read the whole
thing and it's this guy Gregory David Roberts and it's like half fiction half non-fiction and he
basically is a convict from Australia he escapes from prison and he goes on these wild
adventures In India with women and drugs and crime and all of that but it is so well written
and we're talking about fun like what the kind of writing I love is writing that's so descriptive
that it almost makes me laugh David Foster Wallace does this and Gregory David Roberts
do it and you read it and it almost is more real than real like usually if you're reading about
something it's less real because there's less information content but if someone's really
descriptive they're like it's like reality on enhanced mode and this book has it and what's so
interesting is I love the book and apple made a TV show about it and I hate the TV show it's
just it has none of thec magic Gregory David Roberts has none of the of the lyrical Magic
and it was funny like me not liking the TV show made me realize just how much I like the
writing in the book some of the sentences will just they'll just knock that do you use good
reads no you you don't know what that is do you no I mean I know what it is is on by Amazon
you know what's funny about good reads the reviews for a book on Goodreads are
consistently more negative than they are on Amazon and they're so much more interesting
they're and they're really negative it's because I'm a big good raids power user it's because
the it's almost like early Yelp where you somehow think they're like a food critic when it's like
dude you're in and out like uh like so people Rel leave these long reviews and they're way
more pesimistic and so everything that has above a 4.2 on good reads is considered like
world class yeah so I get most of my stuff on good reads and I track it all on there um and so
I like it because everyone's really negative so tell me more about how you use it well I've got
like a list of like so I'm going to go and add David uh GRE David Roberts yeah I'm going to
go add that to my good re Sean teron and um that will be on my like my list and then at the
end of the week when I finish whatever I'm on now I'll just like what am I in the mood for and
I'll just like click it and get and buy it and that's usually how I I track everything but I
Goodreads is my favorite place to get book reviews they also have wonderful lists so anyone
can make a list of like and then others will vote up something in the list so it's like my favorite
era to read about is um like uh 1880 to like 1920 in America oh so much happened then
yeah there's a lot happened it was post Civil War so we were rebuilding things regulation
didn't exist and so you get bar yeah you these like crazy stories of like monopolies of like uh
the SEC wasn't real so um we were still getting out of slavery so like racism's a huge issue
and so you get these fantastic like riveting stories of like bad men and so that's my favorite
era to read about and uh they'll be like the best books about the Gilded Age and so there's
like a whole section just for that you know who yeah and so like I I love that era that's my
favorite era so tell me about your reading like how does that work you do a book a week and
you run a company you have a giant podcast you got super social you got a bunch going on
in your life how do you do that I'm not that social okay I'm not that social uh I don't drink I
don't go to bars so I'm like I'm a loser uh I exercise a lot and that's about it uh so I read my
book in the evening time is like it's there is no benefit in there other than it entertains me and
so um a 300 to page books book is between six and eight hours of reading and so you read
way faster than I do that's not that fast I read very slowly I don't read fast I'm not a fast
reader I'm very average I read very few pages and then I just think and think and think on it
like I have totally stopped trying to read a lot like I just read very little and then read dive into
it like I don't remember the last time like if you were to say six to 400 page book like at this
point it would just take me so long I just can't actually read for that long in the first place well
so I from like 10:30 to 11:30 or 10:30 to midnight I'm just reading like a history book and you
don't actually need to read every word of it like sometimes you'll like mistakenly like skip a
name and you're like I can figure it out as I go so that's why you could do that fast and so I
do that at night on my Kindle and I'll highlight stuff that I think is cool and then I'll just like and
then I'll write a blog post or write like a Google doc just kind of outlining some of the cool
stuff that happened just so I remember it and then during the daytime I'll try to take half an
hour to an hour and I'll read something that I think can enrich me so like I'm really fascinated
with um Burkshire so basically Hampton's going well and we have some money and I'm like
how do we reinvest this and so I'm reading um a book that's like a complete history of all the
Acquisitions of Burkshire hathway which is Warren Buffett's company and it goes and so I'll
just sit down for like half an hour during the day and I actually sit at a desk and I'll try to like
uh like take notes and like how does that apply to me and that one I'll go real slow and so
that's typically what I do is like um during the day it's like an enrichment thing at night I uh I
only do what's entertaining how did you write the company vision for Hampton how did you
think through that one thing that I screwed up at my other companies was I was pretty good
at writing about what we stood for and I was really bad at writing what we're against huh and
so I did a good job of like so for example that's back to boldness there's a real bold
component in that yeah and I'll give you an example so like Hampton has a masculine brand
and it's not because we prefer men over women we don't we I don't care if it's all women but
I want to I want to attract people who are aggressive about growth business growth
emotional growth things like that and today they'll be like well that's too masculine and I'm
like no it's it's it's good masculine I I like that and so like I'm not going to like try to I don't care
about pleasing that type of person mhm or um well this seems really exclusive and not
inclusive people will say I'm like yeah yeah it is uh it's not for everyone uh and you have to
be of a certain caliber to come um so like I I I think like knowing like what you are and what
what you aren't is actually as important and so I didn't really do that as good so like at the
hustle I would hire people who would call themselves artists cuz I like art and I think that
those types of people are cool but then I was like dude but you're just too slow so like you
take too long so like you know what I mean like I didn't do a good enough job of
understanding what I stood against I think it's either at the British library or the British
museum you can see the Magna Carta and it's from you know the 10th 11th Century 12
12:15 there we go and is that right I think it's 12:15 I don't know junah 12:15 that's
impressive if you got that right I for some reason that's the one fact that I ever remembered
nice so I think that it's it's very cool when you see institutions countries that where they're
founding document becomes this orbiting right I loveo and I was looking at a Greek
translation of the word aragos recently and as one does as one does and the variety of
meanings is so good the first is author source and origin that's one way to interpret it the
second is Pioneer founder and the third is ruler Prince and and which those are very
different very different but I think that that author source and origin Pioneer founder ruler
Prince would all be in the same thing and the way that it relates to writing is I see a lot of
writing as bringing those things together you are this founder You Are An Origin point for a
lot of ideas a seed and then if it goes well you become a ruler and a prince and I think that
there is something very deep with starting a company yeah there's something very deep in
that Ed ology from 2,000 years ago that reveals something about what writing can be that
only the written word can do the spoken word can't do that but the written word one
paragraph like you said and the way that it's locked in stone as the Magna Carta is it has this
gravitas this weight that gives it a propulsion to actually go make change in the world there's
this uh you're watch South Park yeah of course there's this episode where Cartman starts a
crackbaby NBA basketball league which is ridiculous and some person's try to negotiate with
him and he invents the league and he and he's like look ma'am that's against the rules I'm
sorry I can't do that and she goes what can't you change the rules she's like look ma I don't
make the rules I just think them up and write them down and I was like that's the greatest
thing ever so like so like that's kind of like a company where it's like look the rules are This
and like an employeer or a customer is like can't you change the rules like look I don't make
up the rules look I just think them up and write them down okay I don't I can't do that that the
rules are the rules totally so I think that that's like interesting where um I think it's super
fascinating I always think I think about the Constitution a lot because like James Madison
and Thomas Jefferson were in their like early 20s when they wrote this thing and I'm like
that's wild that almost 300 years later we like fight over what's the interpretation yeah it's like
it's pretty amazing and they very purposely chose words and it's really fascinating that
someone could be that young and like be wise enough to like pick those certain rul you know
life liberty and the pursuit of happiness it's like look we didn't say you have to be happy you
can pursue it you know what I mean and like it's always fascinating uh like the words they
chose and how we're still like fighting in between but we're still fighting in between the lines
to figure out what it means and I think that that's like really effective well this is why if
someone were to say hey what is one piece of Creer advice do you have like one thing I
would say is whenever you can be the person who writes if you want to have influence do it
because it isn't that what you write exactly that will happen but the person who sets the
frame has an invisible power over how a society functions how a community functions and
just like you're saying the founders of the Constitution set the frame they set the Overton
window that now we're battling against but that is like this invisible grain that has such
influence over how people live and it forces you to think so like I hate presentations I prefer
narrative written things so like have do you have any friends that work at Amazon no so you
know what they do right the six page well now it's way longer so I've got friends and they like
it's like 40 page memo we got to write but I think that's beautiful CU because um I think
Stephen King said this in writing on his book on on writing what did he say he said um you
don't have to think clearly necessarily to be a good speaker but you have to think clearly in
order to be a great writer and like in that writing you will become a clear thinker like you can't
when you write you actually have to think things through and so I love like having people
write SI down because it forces you you're forced to be logistical and like think about what
are you actually saying and how is this going to be implemented versus a presentation you
can yeah it's funny Paul Graham did this interview with Tyler Cowen and the most I'm
coming at this from a place of insane respect for Paul Graham the most revealing thing is
Paul Graham's ideas aren't super well formed out in the interview and he's almost a shell of
himself and what's so revealing is what Paul Graham does is he will spend a month or two in
an idea and that's how long it takes for him to find the bottomless pit and if you talk to people
who've gone through IC they'll say he's so helpful because he's in the sandbox of things that
he's written about but the Tyler to interview he's asking about like British housing policy yeah
he's one of my favorite writers too so good his essays are very good and he's pretty funny
when he writes uh he has like some type of like simple fifth grade like Hemingway yeah and
he he he like he has cute phrases like schlep work schle schle Rock talks about that a lot
yeah he has a very memorable phrasing goofy he's somebody who's smiling he's having a
good time when he writes that was fun it was good I think we went over a lot of stuff
hopefully the people liked it that was good thanks for coming on man I appreciate it I think
this is going to be a big thing I'm excited to see how all this is paid off me too what your work
How to Make Millions with Newsletters from the "Newsletter Growth Guy" |
Matt McGarry
[Music] you cannot invent and Pioneer if you cannot accept failure we wanted people that
were insanely great at what they did nobody was making any money at all uh most people
thought the internet was going to be a fad all right today on the podcast um I like to find
guests in an interesting Way by just stalking them on Twitter because they're making
amazing content and then I reach out and I'm like you need to come on to the podcast and
today I have someone that really inspires me of what he's putting out there and he's the
newsletter Guy this is uh Matt McGarry he's done some very impressive things grown
newsletters from like 10 000 subscriptions to quarter million that have been sold for seven
figures and he's going to come on and give us all of our secret all of his Secrets but Matt
what's up man glad to have you on hey what's up thanks for having me on it's good to
connect we've talked a few times you've helped me out with my agency a lot and um so it's
good to do this I think I discovered you through like the Trends Facebook group a year or
two ago yeah first got connected yeah that I haven't been as active there but you know I I
would do like some I try and really test some content there just to be very honest to to see if
it would make noise or get business and it was really active and I was very impressed with
the people that came from it um but I haven't been as active there but that that's been a fun
one um and yeah you worked there but before we even you know dive in like could you just
give a little background on yourself like kind of becoming the newsletter guy yeah my
background is I worked in marketing direct response marketing it's my whole adult life almost
and then back in around 2020 I got a job at the hustle which is a newsletter that now has I
think over 2 million subscribers and so I worked there for about two years that's how I got I
was in marketing before digital marketing but that's how I got my start in media and
newsletters and how to actually grow a newsletter and media business and so that was
awesome experience and that kind of parlayed that into starting a marketing agency for
newsletters yeah and I I feel like I know like I used to work at Urban daddy which kind of was
inspired by daily candy that sold for I think 150 million and they were just an email newsletter
I worked there and so I I really understood the power of newsletters and how to monetize it I
thought I knew some stuff but um I did a call with you a paid call which by the way very
impressive on your form you make people pay to speak with you so you get the Riff Raff out
so well done I've I don't that's something we might try and do but I was very like impressed
with our 30-minute call but one thing you and I were talking about beforehand is I don't think
people understand what it means to start a newsletter like oh cool people get a sub stack
and they're just sending out content and then maybe something good will come from it they
don't understand that the business behind it can you talk about first like why someone should
start a newsletter and two how can you make money from having a newsletter yeah it can
actually be a really awesome business model That's What attracted me to working at the
hustle I was just fascinated by this business model where you send an email every day you
get one or two sponsors and each um in each newsletter and it's a really profitable business
it's basically you have a writing team you have a growth team you have an advertising sales
team and it's a really simple and profitable business model and there's been some really
interesting outcomes so like the hustle the company that I worked at sold for earned 25 to 30
million dollars in about five years um and that's just one of the outcomes that are kind of on
the smaller end if you look at the biggest newsletters out there I think the biggest one people
wouldn't even know of it's called industry dive they sold for over 500 million dollars and they
were founded about 10 years ago and I think they sold one year ago and so it's a massive
outcome that's one of the biggest media Acquisitions or biggest media company sales ever
is a newsletter business called industry Dives that's really cool morning Brew which most
people know that's kind of the most common and well-known one sold for 75 million um and
then the milk road which is one of my first clients for this agency they sold for seven figures
like the estimate is is I don't know the exact number but you know seven four to seven
million and they started that company and sold it in 10 months and so there there's some like
outcomes on the big end of the spectrum too like big um big businesses multiple employees
um scaling quickly but there's also lots of kind of Indie businesses solopreneurs who are
using newsletters to grow businesses that are at you know 10K to 100 000 per month um
and you don't really hear about those either no and so I'd like to break that actually quick
question on industry dive was is there a Content B2B focused or b2c focused it's B2B and
that's why a lot of people haven't heard of them because they don't have um their brand as
an industry dive that's kind of the holding company they have all these separate brands for
different industry verticals so they have banking dive HR dive um CFO dive Etc construction
dive and so they'd have all these B2B Publications for these different verticals and they have
probably 20 or 25 that are super successful yeah I mean B2B is definitely where the money
is from like an advertising standpoint if all of a sudden you can be like hey you can get in
front of all these CMOS or director of operations or whatever that is um there's people that'll
pay a lot of money for those eyeballs not to say like morning Brew or daily candy that's more
consumer facing isn't great but like the cost per Impressions the cpms might not be as
valuable as B2B is that is that what you see as well yeah absolutely it's a it's a same
business model but different mechanics to it and so b2c newsletters that focus on Business
News sports news lifestyle Etc they're selling ads more based on a CPM on opens so they
pay they charge based on 1000 opens and usually that CPM is between like 25 to 50 per
1000 opens um however B2B the number is just much much higher it can be 100 per 1000
open so it could be a thousand dollars for one thousand opens the ranges are really broad
for B2B because it can depend on a lot of different factors and the reason B2B can charge
so much more for a sponsorship in their newsletter is because the people they have on the
list they basically have a lot of business decision makers CEOs CFOs um marketing officers
marketing people on these email lists and the advertisers are usually companies that have
Enterprise level products products that have an LTV of over a hundred thousand dollars per
year like high Enterprise software Services stuff like that so if they're able to pay tens of
thousand dollars tens of a thousand dollars for one sponsorship in one of the industry Dives
newsletter and they get one customer from that they get an Roi on that investment and so
there's a really interesting advantage to going B2B versus b2c oh yeah and I see it too with
um a lot of people kind of in our space where they've got even a list of 50k to 100K and
they're making you know three to seven K per email send um and that's that's a really nice
business um if you're sending like three per week or even more and so obviously there's like
ways to monetize it where you're selling the ad units and obviously people are buying these
companies there's an exit at the end of this rainbow so it's like all right sold let's do this as far
as launching a newsletter I want to like start from scratch if I'm someone that wants to launch
a newsletter how do I get started where do I go with like how I pick a niche or how I name it
or should I do paid versus free like what's some of the Frameworks you use if you're trying to
start something from scratch and guarantee success yeah the first thing I think about is
something that I would call a Content Market fit so a lot of people have heard of product
Market fit and so for news newsletters of content business of course you're going to have
this a little bit different version of product Market fed and so content Market fit is kind of the
intersection of what the market is interested in what people want to learn about what people
want to read about um what you can actually write about so your skill set your experience
your writing skills and like how they come together right so if you have experience and skill
sets that a lot of people are interested in um you can kind of just start there so what I find
that works best is people who have deep experience in one area maybe they've worked in
the industry for multiple years maybe they had a unique life experience or maybe they're just
a really skilled writer whether they're a journalist or they're just entertaining funny writer and
they can parlay that into the right topic so number one is developing that so how do you
develop that I think it comes down to picking a niche and starting variationally expanding
later so I like to say pick one Niche and then dial that in one the two niches deeper um and
so for example Tech with niche of like Tech or the niche of business or Finance or Sports it's
just too broad there's so many Publications around that you want to find something you want
to find your tribe kind of within that and so if you like football there's something within football
maybe it's even deeper than football maybe it's fantasy football or daily fantasy if it's
business maybe it's media businesses and then below media businesses what's even more
niches newsletters what I talk about so there's no perfect answer to finding your Niche it
really depends on what you're interested in what your experiences are and what you see
what opportunities you see in the market to cover and then you really just need to start
writing and getting responses to that writing it doesn't even need to be a newsletter at first
necessarily you can just start writing on whatever platform or publishing on whatever
platform you prefer so it could be Twitter LinkedIn or a really popular basis for newsletters I
would probably recommend those but also you know publishing on Instagram or Tick Tock
can be great too and you want to just publish consistently so you need to figure out what that
is for you that could be for me it's one thread a week one tweet a day for someone else it
might be one video a week or three videos a week and see what type of content what type of
topics are hidden and getting a great response and that's going to help you identify what
your newsletter is about um and so that's how it starts so Step One is like pick that Niche um
and then there's lots of steps after that I can dive into it too yeah so it's it's like picking that
Niche where you can really own it and have a voice and I also like even you do a great job
with your your Twitter Bots like newsletter guy I know that if I see content from Matt it's like
let's like turning on the TV if I go to ESPN MSC sport so I go to mtvl I'll see music and if I see
you I'm gonna see newsletter content so you can own that category one thing that I've
struggled with with our newsletter is how much of it is original thought leadership content
versus how much of it is curated right and then I see some other communities like Trends did
a great job of a curation of the community are there content formats people should think
through to make content that really resonates yeah that's a really good point about the
position of your of your topic to adjust the circle back to that like that's really key and that's
something you want to think about as you're writing content how can you pick a category that
you're the best in the world in right and how can you be the go-to person in that category and
it's a lot easier for people to pay attention to you if they know exactly what they're going to
get when they come to your newsletter or your social profile but to get into what that content
looks like I I've seen this framework by I think Dan oshinsky if I'm saying his name right he
has this this framework about the different types of newsletter voices and I think it's a good
way to think about that content format and so he there's five and I think these kind of
categorize all types of newslettes so there's the analyst and this is someone like a Ben
Thompson who analyzes industry there's a curator like we just talked about someone who
summarizes things who links to things who finds interesting things they bring value by finding
the most insightful and interesting things to the readers um number three is the expert so
someone who's just an awesome at a particular topic that could be like sports swimming
newsletters whatever I my content probably falls into the export category then there's the
reporter which is journalism essentially and then there's the writer which is kind of a catch-all
category where there's like this is creative work this is someone who's sharing um I would
say like personal advice personal development a lot of times art stuff like that and so I like to
kind of maybe pick one category or a combination of two and um ideally I think every
newsletter should have some curation however it's really hard to start with only curation uh
maybe if you have an existing audience starting to only create a newsletter is helpful so
people like um James clear and Tim Ferriss they have these newsletters James clear's one
two three newsletter Tim Ferriss is the five bullet Friday they're both all curated newsletters
and but before they started his newsletters over the years through their writing and podcast
Etc they built up a massive audience and so they can kind of have a easy to produce
newsletter that people subscribe to because they're just interested in what they have to say
because they have already read their original work right and so I do think it's hard to start
just curated however the great thing about curation is even if your original work you have in
the newsletter let's say you write like a how-to piece in your newsletter about something
maybe people aren't interested in learning about that topic that day however if you have you
know five to ten pieces of curation below that or above that piece there's probably at least
one or two things in that curated news or curated content that people are going to be into
and they're going to keep coming back to your newsletter because of that curated content so
I like to pick one of these and then add curation onto it that's such great advice and even
that's how we did our newsletter we'll start with curation and we'd sprinkle and thought
leadership pieces but it was so hard because you just get busy and like we do it even just
weekly and um the curation allows you to one hopefully give something for everybody but
also on those weeks where you just don't have the stuff it's like okay you can still add value
without writing a 2000 word article or doing something and like what we've done for original
content like this podcast is kind of one form of that we build in public that way the byproduct
of us growing our startups is content so I'm always interested in how you can repurpose
things but um sometimes nothing's as good as just making content that's specific for the
newsletter yeah and I think there's a way to do it so it doesn't require a ton of effort because
you have to think about this time if you're going to be publishing this newsletter weekly for
years or daily over time eventually it just makes sense to start weekly then add more sense
as you grow right so you have to have content and you can consistently do right and so like
2 000 words every week or every day just isn't doable and that may not even be what the
audience wants but maybe there's other content formats that you can make consistently and
that are still insightful and original in some ways yeah at the end I want to get into your your
content machine and operations but we'll say on this pads like all right we're sold let's do this
let's do a newsletter sell for seven figures or more like the milk road we've picked our Niche
we've picked our content format um how do I get my first thousand sign ups like what are the
things you do because so many people are launching newsletters now it's very crowded it's
like newsletters are cool again how do you kind of Rise Up from the noise yeah I think the
first 1000 is really all about publishing and getting yourself out there and most that's going to
come through social media I like to pick one platform because it's hard to be especially when
you're first starting out you can't do all the platforms maybe you can do too that kind of pair
well together like Twitter LinkedIn seem to pair well together but I would just pick one to start
with and start publishing about your topic I mean it could be if you're publishing a Weekly
Newsletter you're just repurposing that content every week into a thread or into a LinkedIn
post or you're purposing that content the long form content you write into five different tweets
throughout the week and just you know it's gonna when you start off and you have zero
followers it's gonna take time to grow that those people like the content they'll share it Twitter
has you know built-in sharing so does LinkedIn and so if that content resonates it's going to
grow and that's how you're going to get your first 1000. there's some other basic tactics that
make sense to do too so like you know having that of course you need to make your social
bios for all your platforms very clear and have a clear call to action for your newsletter so
Twitter bio has to have a clear call to action linked to your newsletter same thing with
LinkedIn um Instagram Etc adding that to your email footer is really helpful um sharing with
like your closest friends and colleagues is really helpful to get traction and like get you to
commit to something you know if you have 10 friends or 10 colleagues subscribed and
expecting a newsletter every week and expecting content every week that's gonna keep you
motivated to actually keep writing it so you kind of have to put those little um commitment
remember things up they're out there to yourself um and that's really 1K is maybe the
hardest part but also maybe the most simple when you get past that Mark and you see you
have some type of content Market fit then you can start to get into the more sophisticated
growth strategies that we've talked about that we could talk about yeah I'd love to get into
that so it's like it's kind of Scrappy good content distribution yourself to get to the first
thousand you did a really cool post on these different milestones and the different tactics you
have to do based on your newsletter size I'd love for you to kind of expand on that okay so
so first like zero to one K I would say is publishing publishing on Twitter LinkedIn wherever
your people are that's where you're gonna start so once you have 1K subscribers you can
start partnering with other newsletters to cross promote each other and so these are called
cross promotions or another form would be recommendations if you're familiar with substack
substack made this feature really popular call recommendations where you have to
subscribe to one newsletter they recommend other newsletters and so you can start to
cross-pollinate with other newsletters that are similar to you but non-competitive and start to
grow with each other and so the two ways are recommendations are really the easiest to set
up because they're kind of set and forget you just get a newsletter to agree to recommend
with you and then everybody who signs up make sign up for someone else's and everybody
who signs up to that newsletter may also sign up for yours so that's really simple hands off
the second one is cross promotions or some people call this ad swaps and you're basically
you're just going to have an ad for another newsletter in your newsletter and they're going to
do that as well and so you want to find people who of course are a similar topic but also
have a similar list size similar open rate similar click-through rate and you want to have
basically a small shout out in your newsletter for them and they do the same and the best
way to do this is probably with a tool called lettergrowth.com this popped up recently I also
have some resources on my Twitter the device but basically this is a directory of a ton of
different newsletters and you know if you're publishing the space you're probably going to
know what newsletters are similar to you anyways and you can just reach out to them but if
you need to find more people lettergrowth.com is a good resource for that and this can take
you I mean it's a really simple strategy but people have added tens of thousands of followers
or subscribers rather just by doing recommendations in cross-promotion sometimes many
more just from these two different strategies that are same in some ways and so once you
get to 1K where you actually have an audience to do that I would recommend doing that as
your next growth strategy after social content yeah it's so interesting because um we've
been very like just Bottoms Up making good I hope we think is good content and just
recently we did that path of trying to partner with different platforms that connects you with
other people's lists and we were getting like 200 email signups per day I have not seen letter
growth I will definitely be checking that out um and so you start to grow you're getting to like
five maybe ten thousand email signups what what's some of the next tactics you do after that
yeah I like the next one is now we have a bigger audience and maybe now that audience will
be open to sharing the newsletter With Their audience right it's the next tactic I would look
into as a referral program and I think this is really popularized by morning Brew in the hustle
it's what's called a milestone based referral program there's different ways to do it but this is
probably the simplest ways to start and this basically is every time you refer someone or one
of your readers refers someone else to the newsletter they get a sign up for you um they get
a reward after a certain Milestone so that could be for my newsletter I basically have like a
PDF guide I give it one referral I have another like piece of content I give five referrals and
then I have online course that I give away for free when someone sends me 10 referrals
there's tons of examples for this morning Brew the hustle have done a lot of like physical
swag so like 10 referrals you get a t-shirt 25 you get a sweatshirt 50 you get a hat that may
not be the best way to do it for most people however if you have a brand that's like has really
cool branding cool visuals I think physical swag could work well it really depends on what
you need so my newsletter more based on business advice so I give away digital content for
people however a physical stuff works too and so the way I would do this is look at a bunch
of other referral programs and see what they're doing and see how you can emulate that so
morning burn the hustle are good the milk Road had a lot of success with the referral
program um I have one too people can check out a newsletter operator there's probably a
ton more you can look at and then the way you set this up is with tools that there's custom
built tools for this so the most popular one is called spark Loop spark Loop also has a ton of
content about how to set this up and then also beehive which is the email service buyer that
I use has this as a filter has a feature built into their product so you don't even have to use a
third party tool to set this up like James Clear I think he does like a you know refer and get a
secret chapter that wasn't in atomic habits that I think performed really well for him that I like
that I think low referrals and giving away a digital product or something digital it doesn't cost
anything to you makes a ton of sense and so at the milk road we gave away like a report that
was called like what crypto whales are buying and selling right now it was basically they
interviewed 10 to 15 people who were like huge crypto investors and they asked them about
their investment strategy um at the current state of the market and that generated I think
over 20 or 30 000 signups just from referrals and we gave that away for people who referred
one reader to the newsletter um so I like that like one to three referrals you get a digital
product you know later on you can give away more if you have a product that you're open to
giving away for free like you have an online course you have the physical product whatever
that you can give away at 10 20 25 referrals that one works really well too that's uh that's a
really good example from the milk Road um okay so now now we're approaching like 10 or
25k when do we start monetizing the newsletter and when can you start doing paid tactics
for the newsletter I think depending on your newsletter topic you can start monetizing as
soon it can depend a lot because like At first your ad prices are going to be really low
especially if you have 1 000 subscribers so maybe it makes more sense to sell a service sell
Consulting sell a digital product but when you get to 5K 10K 25k you can definitely start
monetizing with sponsorships and so at that point your newsletter definitely should be
monetized in some way after you get past one or two thousand subscribers whether that's
with ads Affiliates something else um in the way to maybe we'll Circle back to monetization
but the way once you get to maybe between 10K and 50k subscribers a great way to grow is
with paid ads with paid marketing and that's what I've done a lot for newsletters like the
hustle and the milk Road and the types of ads that work best are basically social ads so
Facebook ads Instagram ads Tick Tock ads now Twitter ads are becoming more popular too
for newsletters um just the ad platform there is changing but this is a of course there's more
fun not the other tactics are mostly invest in your time now we're talking about investing
money too so it's a little bit of a higher risk higher reward strategy but it's a very scalable
strategy too at the hustle over I think the lifetime of our like Facebook ad campaigns over
four or five years we generated over 800 000 subscribers just from Facebook ads for the
milk Road I drove probably over 150 000 subscribers just from Facebook ads not including
other AD platforms and so it's a great Channel um however you got to do it right because
you don't want to be throwing away money you don't want to be acquiring subscribers at a
crazy high cost so I can dive into how to how to do that exactly yeah because I mean I think
a lot of people like without seeing our agency we do quite a bit of paid ads we're selling
products we're selling software right as opposed to just going for the the cost per email sign
up um you know what what are some like quick tips or advice you could give to people on on
how to Think Through Those ads yeah so number one is pick your ad platform I really
recommend the Facebook ad platform it's the easiest to use it's usually has the best cost
most effective best targeting options your audience for most newsletters your audience is
going to be there I think like 40 of people on the internet use Facebook or Instagram every
single day so you're gonna find people there right A lot of people say Their audience isn't
there but they really are maybe they're more active on Twitter or something else but they're
on Facebook and Instagram too to hang out with their family and friends um so that's the
platform I would pick and I would start with making a great landing page I have some content
about this um on my Twitter website it's hard to explain how to make a landing page visually
like we could talk for 20 minutes about any Pages we won't get into but it's really important
and I like a simple short landing page that basically just asks someone to enter their email
address to sign up um so you want to have that in place you also want to have a thank you
page in place because we find that um tracking based on a URL redirect what Facebook
calls a custom conversion is a lot more effective than tracking based on a button click or
something else and so you want to have a great landing page able to sign up to once they
sign up they're redirected to a thank you page for your newsletter um of course you want to
install your pixel we won't get into every single detail about a set of Facebook ads but that's
where you want to start and um after you have your landing page set up you have your pixel
set up you have your custom conversion you've picked your ad platform the next step is
targeting or I guess the next step would be your campaign type actually so there's the
campaign type there's who you Target and then there's your ad creative and so the
campaign type is simple but some people mess this up you want to use a conversion
campaign I think what Facebook calls now a lead campaign you a lot of people would pick a
traffic campaign because they think I want to give as much traffic to my website as possible
however Facebook basically any AD platform will send you very low cost traffic that just
doesn't sign up for your newsletter they almost over optimize for the objective you pick so
you want to pick the right objective and that's going to be conversions or leads and then you
want to do your targeting so the targeting depends on your newsletter topic but the easiest
way to set up targeting is just to Target other Publications that are similar to yours so if you're
about sports you're going to Target ESPN if you're about business you're going to Target
Wall Street Journal stuff like that you can also use look like audiences which I think a lot of
people know about where you upload your email list and Facebook goes creates audience
that is similar to that and they find people that are similar to people that are on your email list
right look like audiences and so the final step here is AD creative and this is one again it's
kind of hard to explain without a visual but we have um one of the best ways to learn about it
is just to look at what other great newsletters are doing so a lot of people know about the
Facebook ad Library you can look up a Facebook page of other popular newsletters like the
hustle morning Brew milk Road we'll talk about other newsletters later and just see what ads
they're running and get some inspiration from the copy the types of images the types of
videos what's really working best now for newsletters on on Facebook and Instagram ads is
what we call ugc videos these are like short usually 15 to 25 second videos of someone
shooting selfie style if you can do this to yourself as like the newsletter writer or founder
that's even better but you can also pay people to do this for you on Fiverr or if you just
Google ugc videos there's tons of marketplaces to find people who create videos like this for
you and so basically have someone make a video that's kind of somewhat similar to a
testimonial about why your newsletter is awesome and why people should read it and so
that's kind of what the Facebook ad process looks like and you don't need to do every single
ad platform you don't need to have 12 different ad platforms there's I think maybe a billion
people on Facebook I have no idea but there's got to be hundreds of millions of people on
Facebook and Instagram that you can reach so there's enough people on that platform to
grow your newsletter to millions of subscribers right um and then over time you'll test more
as you get good at Facebook yeah no yeah I I think so many times just with our agency we
see people try and diversify too soon on channels when they haven't squeezed the most out
of one channel and maximize their spin there so I I totally agree there so I'd love to hear so
you join the hustle um talk to me about like coming up with a strategy for acquisition and how
you kind of took the reins to do that was that something they were already figuring out or
was that something you were able to innovate on or were you just putting gasoline on the fire
because I'm what I'm getting to is how you really like perfected your craft at the hustle and
then how that kind of led to this like move to go out on your own thing yeah I came on an
interesting time where the hustle was really focused on the trends.co product which you
know about you were in the Facebook group there and so that was a subscription paid
newsletter and they were so focused on that that was a great product awesome product
Community that's providing recurring Revenue where the hustle and newsletter was kind of
left behind because the entire team was focused on that and they had no one assigned to
actually grow the hustle so at the point I came on the list was actually declining we were at
like 1.5 million before I came on and by the time I got there it was like churning down to 1.3
million somewhere in that range and so my job was basically be totally responsible for the
hustle newsletter and growing that to over 2 million subscribers and so I kind of had to
because the list was declining there wasn't a lot of marketing there going on I kind of had to
figure out the marketing strategy from scratch however there was obviously years of work
before me to get to over 1 million but I had to kind of start and reset the marketing strategy
so number one was figuring out what we called self-serve advertising so that was figuring
out Facebook ads Facebook ads have been a great channel for the hustle historically it had
generated like over a hundred thousand subscribers or maybe 700 000 before I started but it
had kind of fallen behind Costa got higher um the ad formats had changed and they hadn't
really innovated on the Facebook side so step almost figuring out Facebook ads and then
second of that was like figuring out new channels that new new paid growth channels that
we wanted to explore so at the time back in 2020 Tick Tock was a somewhat new ad
channel so that was the one we dove into next and so Facebook pretty soon after that
Facebook and Tick Tock ads became one of the biggest growth channels for the hustle we
figured out how to do ugc videos ugc video ad group like I just talked about for the hustle
and we were really good at that before I came on they're basically using all images and the
kind of the ad like the the way ads work to change you know it'd move from images working
the best to videos working the best so we we got really good at finding dozens of different
actors to make videos for the hustle and use those videos as ads on Facebook and Tech talk
and Instagram so that was number one and then the second thing we did a good job of was
figuring out affiliate marketing and this is something they had dabbled in a little bit but I went
a lot of steps further to optimize it so it's kind of oh affiliate marketing is a lot a lot more
opaque than like Facebook and Tick Tock ads anybody can get started there it's it's a little bit
more challenging to start affiliate marketing for a newsletter um because if you you're not a
certain size or you don't have a certain budget you can't even Explore this channel like if you
don't have five or ten thousand dollars to spend with one of these affiliate Partners they're
not going to consider working with you but I can talk a little bit about that it is a really
interesting Channel because most people just don't know about it like they know about
Facebook ads they know about all these app platforms influencer marketing but they don't
know affiliate marketing is somewhat on the underbelly of like the internet if you know what I
mean oh yeah a little bit about it yeah there can be like some not a lot of some things people
like oh we don't do affiliate marketing or other businesses that they just like explode on the
back of it yeah I'd love to know like what what worked with affiliate marketing yeah so I mean
Facebook Tech talk and referrals were always core and also organic traffic we've got a lot of
SEO traffic we converted the website visitors into subscribers that was like our core um high
quality subscribers but we were able to get a lot of extremely low cost lower quality
subscribers from affiliate marketing so I'll dive into that and so there's basically um the main
type of Affiliates we use were called co-registration and so it's again this is our dictionary for
the visual but let's say you sign up for a newsletter on like um readersdigest.com after you
sign up you might see three to five different ads for other Publications or other products and
you can check a box to select subscribing to this publication too so we did lots of
co-registration marketing across literally hundreds of different websites so I'm like Readers
Digest some like you know giveaway sites like they're giving away a Macbook or something
people would sign up for that and then they would also select a sign up for the hustle too and
we would pay 20 cents to 35 cents for subscribers from all these different websites and we
would optimize which ones are bringing in the highest quality subscribers who has the
highest serpent rate high school thread which ones don't it's a lot like Facebook ads where
you're pausing what is not working positing what is low quality and doubling down on what is
high quality and so there's a ton of optimizations we did and we worked with probably at
least six different affiliate um Brokers I would call them to find these hundreds of different
websites to advertise on and so that's called co-registration there's not a lot of information
about it online um but it worked extremely well because the subscriber cost is so low 20
cents to 35 cents um most subscribers were coming from these co-registration Affiliates it's
just it's hard to it's hard to outgrow that with Facebook when your your cost per subscriber is
two dollars on Facebook and 20 cents on another platform so you're always going to have
more subscribers there but we had to think about it in like a fashion where we're not
allocating too much much of that so we normally kept that type of source around 20 to 25 of
our marketing budget and um sources like newsletter ads Facebook Tick Tock um referral
program that was more like 75 of we would actually spend gotcha oh that that's super
interesting so it it's clearly going well at the household well what's interesting is like if people
listen to this man listen to my first million you worked with two companies owned by people
from my first million like what was it like working with Sam par it was good I didn't get to work
a ton of Sam we more like just chit-chatted because I came on about I think four to six
months before the hustle was sold and so once it was sold to HubSpot Sam wasn't like
directly managing wasn't doing stuff like that so I worked a lot more of the rest of the team
Scott Nixon many other folks there so Sam was awesome he's like what I've learned from
Sam and also Sean Perry um is like the tenacity that they get after things and like the
expectations they have um it reminded me a lot of like my high school football coaches like
the type of management they were doing they're like let's get this done yesterday um yeah
and have it kind of been reality a little bit and have the expectations that are a lot higher than
your average person I think a lot of people would be happy with like a three dollar subscriber
from a Facebook ad but Sam was like we need to make this 50 cents and like figure out how
to do it um so yeah it's a lot of fun yeah and I think the right team members could respond
really well to that or maybe they won't but that's really cool feedback and then so so it's
clearly working at the hustle when do you make the move to go all in on your own thing and
then how do you land the milk Road as a client I mean it's probably from your track record
but that's pretty impressive yeah I kind of just somewhat dabbled into it and then fell into it
because I wanted to I was working at HubSpot um or I was working on the Hostile ad
HubSpot and the company changed a lot I didn't want to keep working in the big tech
company um and I I applied for shipping jobs but really I was very picky and I couldn't find
the job that I wanted so I was like I'll try some freelancing so I reached out to Sean Perry
who started the milk grow in January I think I reached out to him like late January where I
was still working at the hustle and he said yes and I started doing that on the side of my
main gig and then eventually that went well I was really enjoying the work I had some more I
guess referrals or like some more people I closed through code email and then at like I think
only two to three clients on that kind of freelancing for other newsletters I kind of took the
dive to do that full time and it wasn't until a few months later where I really decided to turn
that into an agency and not just you know consulting or Contracting by myself yeah um and
what who else I mean you've got a pretty impressive list of companies you worked with
anybody else to like call out or like lessons learned it's cool to hear what you learned from
Sam and from Sean but anybody else the milk grow is really interesting we can dive into that
um 1440 is one that I worked for a lot it's one is like really under the radar kind of like
industry dive is extremely successful but most people wouldn't know about them they have a
newsletter of over 2.3 million people um and I've worked with over like 20 newsletters now
bins bites is one I worked over recently it's like a really fast growing AI newsletter and so
maybe we can talk about some of the the more recent strategies that like they're using
currently yeah I'd love to hear that yeah Cody Sanchez but yeah but that's so maybe we'll
dive into Ben's bites so we can Circle back to any other ones that are interesting again Ben I
just started working with them really recently so I've only kind of seen what he's done and we
just started in the past two or three months um and basically one thing that's helped him a lot
is just like being early on the trend and so everybody when Chad GDP launched I guess it's
got to be two or three or five months ago now Ben had already had AI newsletter that had
launched three or four months before that and was publicly talking about it on Twitter daily
and so one interesting strategy that he used to grow the newsletter was kind of being the
reply guy and so every time there was a big piece of AI news they dropped Ben would reply
to it and be like hey this is awesome I'm adding this to my AI newsletter tomorrow and then
you would link to the newsletter and so he would reply to people like the CEO of Google and
the CEO Google's tweet had millions of Impressions and then Ben will be the first reply and
he would get you know 50 000 Impressions and then he would get hundreds of subscribers
from that so um just owning that AI category on on Twitter and being the first and best in that
category helped a ton and then now we're kind of accelerating that growth of paid acquisition
with marketing on Twitter ads Facebook ads Tick Tock ads Etc the reply guy is a great tactic
um I I've heard people talk about that and I've seen it work even when I've tried to do it it's
like oh wow like the engagement that can get is insane so that's a really cool one he has a
great referral program too that's generated a ton of signups for him and so if you look at his
newsletter binsbytes.com I think it's very creative content so there's probably 20 30 different
links A Day to all the different AI news different AI tools that are out there and then he has
created kind of like a really organized spreadsheet for a database of all these different links
that have been in the newsletter and there's thousands of them now because he's been
sending every day for months and so if you refer one person the newsletter you get access
to that database and so if you're already interested in the content you're going to want to
have access to find more content like it or have it in a more organized fashion so that is has
got to have done at least 10 000 subscribers for him man that's awesome and yeah it's really
nice to ride the AI wave that's only going to get bigger and bigger and bigger as people want
to learn about it so you're now this agency owner like what what has it been like being as this
kind of accidental agency owner like what's your your kind of takeaway after kind of getting it
going and getting it working but now you're kind of building this team yeah I've been lucky to
kind of fall into the right Niche I mean I kind of I wanted to work in with the hustle for years
like I DM sampar one or two years before I got hired there because I was interested in the
business I was trying to share insights with him and so I guess it's been a long time coming
even though I've only just started the agency about 11 months ago right um and so I guess
what first of all I just wasn't sure what I wanted to do because before I started with the hustle
I did a lot of freelancing I was like I don't ever want to do client work again um but then I kind
of heard if you're familiar with um what's the same the guy from tiny.com Andrew Wilkinson
yeah or um talk about his Agency on my personality and talk about that being the building
block to build is other businesses it being a cash flow asset the advantages of building
agency business really resonated with me um it's one where one of the few businesses
where you can get started and have a media cash flow immediate profitability do the service
yourself nothing really out there exists I mean media is kind of comparable to that where you
can start a newsletter and have very low cost or start a YouTube channel or something like
that but it's almost a lot harder to get traction on those types of businesses and a lot easier
to get started on the agency and so I I like it in that way of course there's still struggles every
day but like one one strategy has worked well for me is hiring people from other good
agencies and so I have and also hiring people from other great newsletters so I've hired
people from morning Brew I've hired people from other very successful e-commerce
agencies and I basically just use the tactics strategies that they've learned at their other jobs
and apply them to my agency so that's worked well I'm up to like five part-time people now
and um I think I plan to keep using that strategy over and over again just just grabbing more
people from those companies and having them work part-time for me totally getting the bin
there done that person can take a lot of weight off of your shoulders and a lot of stress there
I mean there are good up-and-comers that you can train but when someone just hits the
ground running on day one you're like oh my goodness thank you so much so um well very
cool well one question um I always like to ask is what is the nicest thing anyone's done for
you in your professional career yeah I don't have a great emphasis I would say my manager
of the hustle Scott Nixon he was kind of the the CEO of law school essentially he was kind of
like leading the team there and I reported to him and it's talk about like the best manager I've
ever had helping me grow personally and like figuring out what my goals are and what I
wanted to do he pushed me there and the piece of advice he gave me I think when I left was
like if you're good at something or if you have experience with something just double down
on that and that's what kind of encouraged me to actually go out and do this because I didn't
think um I I didn't think the category was big enough to have a marketing agency or even a
media company about newsletters I thought it's such a small Niche like people don't really
care about this it's so tiny when I listed out like potential clients for this agency I could only
list like 20 or 30 different companies um but now there's there's literally thousands that could
be clients for this and I guess it's growing a lot too but Scott giving me that advice to like like
you have experience for this you're already in newsletters just keep doing it and see what
happens um helps so much because people you know they look for people who have
experience and Authority with other big names in the industry and if you're able to build on
top of that instead of starting from scratch in another area um that helped me a time is I was
going to go work in SAS or work in startups or something completely different and I would
have to start and kind of build my career all over again versus just going on what I did yeah
it's nice because I love this idea of escape velocity where you build up this experience at
other companies but then when you burst out to do your own thing you have all this
momentum and you're really able to to harness that very well and I I mean I think it's smart
like my favorite agencies are the ones that do that where you do something well like you said
it's like growth marketing but then you take it one step further and it's like just for newsletters
because whenever people like oh I need to like grow my newsletter it's not even like oh look
at all these other options like oh no go talk to Matt like he's literally like the guy and so no
man I think it's it's really well done and it's it's cool to have someone that had your back and
kind of gave that recommendation um but um but but very cool man um but yeah look yeah
but um but what else man what what like I want to like be able to tell people where to to send
you but anything else you want to hit on I feel like you just put on a master class for for
newsletter growth but what didn't we cover yeah I mean there's so much I don't know how
much time you have we can talk about the milk Road a little bit um that might be the most
interesting case study because they sold for seven figures in ten months they grew from 10K
subscribers to 250k subscribers in 10 months and that's one I was the first person hired
there part-time yeah so I've I've got like five more minutes I'd love for you to just Riff on that
because I think that's such a cool story and the fact that you came in at such an early point
yeah it shows that like it's it's news I think we're going to see more newsletters in the future
have a lot of success stories like this I think we're just getting started in the newsletter space
I mean there's the daily candy the skin the morning morning Brew of like built industry but
we're going to see a lot more Niche newsletters pop up and have these quick success
stories um and then milk Road was like a matter of basically two things being having great
content Market fit I would say three things actually great content Market fit popping on a
trend that was exploding and being really good at paid acquisition and so I was really hoping
that third area and so Sean and Ben Levy who created the milk Road they were amazing at
explaining crypto in an easy to understand funny way um in publishing that daily obviously
the trend was happening at the time back in January of last year it was actually kind of on
the downturn of the trend in crypto so that was a bit of a struggle but we still rode that Trend
and then being great at paid acquisition was basically taking everything that I did for the
hustle and copy and pasting that strategy of the milk Road and doing the exact same thing
just applying that to a different newsletter and then putting money behind that growing from
you know 10K to 250k in 10 months 85 percent of that subscriber growth came from Paid
acquisition so Facebook ads Tick Tock ads affiliate marketing in a little bit of referrals and so
that's what made it successful I can even break down like week to kind of dive into that
because I think people find the numbers interesting I think over 150k from Facebook ads
north of 30k from Tick Tock ads north of 20K from referrals and the rest is kind of
miscellaneous Twitter and resources stuff like that what's like the average cost per email that
you're going for on that at the lower ends when the market was really booming like April of
last year Marshall last year we were getting subscribers for a dollar ten to a dollar twenty and
then when the market started to slow down our costs went up to you know dollar fifty dollar
seventy um we started to spend less too um but that's really good I usually shoot for under
two dollars and we were just crushing that that Target yeah now the other thing that I think
they did really well was create a brand where they could really create kind of this following
because you could just be like oh crypto weekly or whatever but instead it's like no let's
create a brand around this which can be a little bit harder when you're getting started
because like wait what is this but once people resonate with it it really clicks and I think that
aligned with the type of content I made yeah and the funny thing is they're all about moving
faster on things that are important so they got a great domain they had a great writing voice
but they actually didn't create the the character and the logo in their brand colors until
they've reached 100 000 subscribers they were like we're not gonna even make a logo until
we're at 100K yeah so I think there's value to that too but when they did do the brand they
did it amazing and it's super memorable and awesome yeah they really kind of knocked it
out of the park with that because even like ours it's like startup growth by growth hit and I
think it needs a little bit more soul to it but I was just like let's just go and prove this but that's
uh that's really good feedback I also speaks to the speed of like let's validate this is there it
gets 100 000 and then we'll invest in this or is there anything Founders or first-time Founders
could be like oh let me spend a lot of time on these things that maybe not might not move
the needle needle like your brand or your colors or things like that yeah you can get
paralyzed by the tiny things that aren't really important oh yeah until later at least yeah well
so um one last thing actually what's kind of the end goal because I think you and I are
drinking the the same Kool-Aid as far as the Playbook that Andrew Wilkinson has with meta
than to Tiny I mean that's kind of our goal is we're like doing the startup studio is is that kind
of the end goal that you have with your agency or um what what's kind of the next thing after
you get this thing really working the way you want yeah I'm trying to grow vertically right now
so I'm gonna go in the agency but I'm going to basically my audience's newsletter Founders
and operators and media companies and also content creators have a newsletter and so I
basically want to build products um up and down the value letter for those people so right
now I have an agency that's probably higher on the value letter but I want to create you know
I have a free newsletter it's lower in the value letter I want to kind of fill that in so I want to
create an online course that's probably going to be between 100 to 2 000 that's a broad
range but it's going to be filling that in so like yeah people who can't afford my agency they
can get more information from the course and maybe there's something above the agency or
maybe there's parallel products in different ways I can help people so right now it's really
focused on still helping newsletters but just helping them in different ways and then hopefully
over time I'd love to explore different stuff but I really feel like I got to maximize this first
before I go to a different type of product for different Niche rather it makes total sense that
way you're helping people at every phase of their like newsletter Journey from hiring the
premium agency or give them free content or course to get them started but um and what's
cool is as you're building your own audience and following a newsletter you know they're
going to be interested because there are different phases in the different things that you offer
so no man that's that's awesome thank you yeah that's the idea yeah well cool well Matt man
um where can we send people if they want to learn more about you and what you're doing
thank you the place where I publish most is the news newsletter operator.com so that's my
newsletter and then I'm most active on Twitter my handle is at J Matthew McGary yeah I
definitely recommend uh the follow um he's just dropping knowledge like even like some of
your newsletters I'm like oh my gosh I would have spaced that content out over three weeks
you just put so much good stuff in there but no man really appreciate it it's so cool to see
what you're building and the rate that you're building it at but uh look forward to talking more
yeah thanks for having me on this is awesome I love your questions yeah thanks Pat [Music]
foreign