Work Better
Work Better
Introduction
“I work from home.”
For many, that probably elicits thoughts of sleeping late, taking business
calls sans pants, and sipping margaritas while filling out expense reports. It
always feels a little bit wrong, a little bit gauche, to try correcting someone
who thinks working independently is the best thing ever. It is great and it is
an awesome way to work — but it’s not all breakfast in bed and semi-
dressed shenanigans. Being an indie worker is hard.
Indie work, as I’m defining it for the purpose of this guide, is anyone who
doesn’t leave their house and go to a location owned by their employer,
surrounded by other people who work for that organization, to work.
Therefore, this includes telecommuters, most post-secondary students,
entrepreneurs, solopreneurs, freelancers, and contract workers. These can
range from full-time arrangements to part-time commitments, as well. Hell,
if you work a regular 9-to-5 job, but have a side business you run after
hours or on the weekends you’re an indie worker, too.
Indie workers have to deal with a handful of challenges that our 9-to-5
friends don’t even have to think about . A handful of potential stumbling
blocks include:
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Getting Started
This guide is a brief taste of the missing curriculum for “getting good” at
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Assignments -- Do Them!
In order to get the most out of this guide try to work through all the
materials, videos, assignments, and take a look at all the extra resources in
each section. I’d also recommend starting a new text document right now
and completing all assignments within it. The types of activities you’re
going to be asked to do are the type that can be done again and again over
time (on a yearly or half-yearly schedule). It can be an enlightening
experience to see your answers evolve over time.
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Mindset
Before we begin the session, please click on this link and take the
accompanying survey (four minutes, tops).
I’ll wait.
Seriously, go ahead.
What did your results say? If you agreed more with the Fixed Mindset
statements, it means you tend to view intelligence and talent as inborn
traits. You believe you were born with a certain amount and it’s up to you to
do the best you can in the world with what you’ve got. There’s no way to
get any more. If you agreed more with the Growth Mindset statements, it
means you tend to view intelligence and talent as characteristics you can
improve and grow over time. You view them like any other muscle that gets
stronger with repeated use.
Growth Mindset
Psychologist Carol Dweck developed this conceptualization of Fixed and
Growth Mindset to help explain why some people are successful and
others are not. It also helps explain why some people seem to relish
difficult challenges while others deliberately take the path of least
resistance. People with Growth Mindsets tend to seek out challenging
situations and environments because it provides a proving ground for them
to test their intelligence, talent, and abilities. They often face failure (or what
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On the other hand, if you have a Fixed Mindset you are much more likely to
avoid difficult and challenging situations. A failure with a Fixed Mindset
reflects upon the identity of the individual. Failing is a critique of the person
because they believe there’s nothing they can do to increase their abilities.
They are who they are.
As an indie worker, you stand to potentially benefit even more from having
a Growth Mindset because of the unique challenges you face. Think of all
the challenges of indie work mentioned in the first section. If you are
excited by the prospect of tackling them one by one and can’t wait to learn
some more strategies to do so then it sounds like you have a very well
developed Growth Mindset. If, on the other hand, these challenges make
you anxious, then you probably stand to gain by developing a more robust
Growth Mindset.
The great news is that mindset appears to be flexible and changeable with
effort.
Changing Mindset
According to the research by Dweck and her colleagues, simply learning
about the two different mindsets is actually the first step in changing your
mindset. This is the basis of the software she developed to help school-
aged children change their mindset. The software taught the children facts
about their brains and that the brain actually changes based on how they
use it over time. This ties to the second component of changing your
mindset, learning about the plasticity of the brain. Essentially, our brain is
remarkably adept at changing itself to meet the challenges with which it’s
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Finally, try to become aware of the self-talk you use when experiencing
stress and when you experience success. One of the ways Dweck has
found to develop children with Growth Mindsets is to always address their
effort, not the result of that effort, when praising or scolding. The point of
this is to not tie success or failure with the identity of the child but with the
effort put forth. We may no longer be children, but the same principle
applies. When you succeed it’s because you’ve worked hard to develop
your abilities that allow you to succeed. When you fail you have new data
about where to apply your personal development effort in the future.
Assignment
Think about the last “bad” thing that happened regarding your work. Maybe
it was negative feedback from a client, a failed product launch, or a
disappointing review from a supervisor. Write about how you reacted upon
experiencing this negative event. To what extent was it the reaction of
someone with a Growth Mindset? How could you have acted or perceived
the situation differently to view it as a learning opportunity?
Additional Resources
• Mindset: The New Psychology of Success by Carol Dweck
◦ Much of the information for this section was pulled from this
book. Dweck is the leading scholar doing work in the area of
growth and fixed mindset. This book is a great introduction to
the work she has led in this domain. It’s not purely theoretical
as she has several chapters dealing with how to apply the basic
knowledge her research has uncovered. Definitely worth a
read.
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Self-Experimentation
One of the biggest shifts in my own mindset in the past couple years has
been understanding the power of the scientific method in personal
development. By way of a quick review, the scientific method is the process
by which scientists conduct experiments. It follows a process of question
formulation, hypothesis generation, experiment execution, data collection,
data analysis and is usually repeated many times. This same premise can,
and I think should, be used in personal development. Almost by definition,
most psychology research (even positive psychology research) is the result
of averages. Averages can only give you rough trends and patterns, at
best. When it comes to specific decisions about how to live my life, I prefer
to run my own data.
Many people have embraced this idea of data collection and self-identify as
the Quantified Self movement. In a nutshell, these people run mini-
experiments on themselves in order to better understand a myriad of
potential aspects of their lives. Some people do it to better understand how
their sleep and diet effect their energy levels, some do it to determine how
their level of exercise effects their work productivity, and there are literally
hundreds of other potential experiments to run.
All it requires to get started is some curiosity about some aspect of your
life, a plan to collect data, and a willingness to make behavioral changes for
short periods of time (the shortest experiments I’ve done are a week long
with the longest being a month). Examples of data sources include: an end-
of-day journal, an in-the-moment work log, an end-of-day survey, in-the-
moment surveys collected randomly throughout the day, time logs, a food
diary, etc. In addition to these more intrusive measures, there are more and
more pieces of technology that can collect data passively such as Fitbit,
Jawbone, Nike+, Melon, Rescue Time, and undoubtedly many more in the
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An Example
For example, last summer I committed myself to what I called the Summer
Work Experiment. Each week I tried a different “style” of work while
collecting data on my objective productivity (thanks to Rescue Time) and
my subjective experience (thanks to an end of day journal and work log).
One week I stuck to a very strict Pomodoro Technique schedule, another
week I blocked myself from all distracting URLs during the work day, and
as I write this I’m currently in the middle of what I’m calling “Insanity
Week” (in which I work an insane number of hours to test my limits). The
process of trying each productivity style is opening my eyes to ways I can
adjust my normal day-to-day work routine to make it more productive and
enjoyable.
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Assignment
Pick a simple experiment to do for one week. What’s your question? What’s
your hypothesis? What data are you going to collect?
Additional Resources
• Technori - The Beginner’s Guide to Quantified Self (Plus, a List of the
Best Personal Data Tools Out There)
• Wikipedia - Quantified Self
• Wikipedia - Experience Sampling Method
• Reporter App
⁃ A great app (iOS) for collecting data on yourself throughout the
day.
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Craftsmanship
I’m fascinated by the idea of craftsmanship as an indie worker. When I
picture a craftsman I generally imagine a man with a mustache toiling away
on a piece of wood with an obscure tool and wood shavings piling around
his feet as he creates a beautiful rocking chair. Or a saddle. Or something
equally rustic. More generally, I think of the following things when it comes
to taking an interest in craftsmanship:
I’d like to talk about two considerations that seem particularly relevant to
indie workers.
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Tools
For a craftsman, using a tool is like using a natural extension of the body.
There is no awareness of the tool as a separate entity that needs to be
wielded. The craftsman has so mastered the ability that all attention can be
moved from how to use the tool and placed squarely on using the tool.
Think about the tools you use on a daily basis. If an external observer
watched you work would they be struck by how naturally you use
everything at your fingertips? Can you whiz through your most used
programs using keyboard shortcuts only? Do you know the precise
situation to use each tool to the point where you don’t even have to think
about it?
For example, the tools I use for tracking my tasks and reference material
(Things and Evernote, respectively) have become such a part of my every
day workflow that I can immediately deal with incoming information without
breaking my mental state or taking my hands off the keyboard. I can call up
Things and input a next action with just a couple keystrokes, which allows
me to put my focus back on the task at hand. When I come across some
kind of reference material I’ll need in the future I can send it to Evernote
without having to think twice. Where could you do the same in your own
workflow?
Skill Development
As an indie worker you’re unlikely have anybody looking out for you when it
comes to updating and developing your skills. You don’t have a boss that’s
hoping to promote you to higher levels of responsibility. You don’t have a
human resources department to send you to workshops and seminars to
make you more valuable to the organization. Instead, it’s completely up to
you. The craftsman never settles for his current level of skill and is always
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looking to upgrade his skills. He seeks out difficult projects, asks advice
from master craftsmen, and systematically improves the way he works.
Assignments
1. Look up the keyboard shortcuts of your most commonly used apps.
Print them out and keep them by your computer. Spend five minutes
memorizing them. Challenge yourself to use them as much as
possible until they become second nature.
2. Look at one of your ongoing projects. Spend five minutes
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Additional Resources
• So Good They Can’t Ignore You: Why Skills Trump Passion in the
Quest for Work You Love by Cal Newport
◦ Cal writes one of my favorite websites, Study Hacks. I really
admire his philosophy about how trying to find your passion is
actually kind of pointless. The best way to create a job you love
is to focus on developing skills. This book expands on his
philosophy in a very engaging way.
• The War of Art, Do the Work, and Turning Pro by Steven Pressfield
◦ All three of Steven’s books, especially The War of Art, should
be mandatory reading for all knowledge workers. Resistance
will try its best to keep you from creating and doing things you
really care about. Steven’s books are all about identifying and
conquering that Resistance so you can do more of what you
love.
• The Practicing Mind by Thomas Sterner
◦ Very few jobs have a true stopping point when it comes to what
you need to know or be able to do. There’s always room to
grow. To that end, it’s important to develop a perspective on
work as a practice. This book does a great job detailing the idea
of what it means to have a practicing mind and what that might
look like in doing your work.
• Delight is in the Details by Shawn Blanc
◦ “In the book, I talk about why the long-term success of our
products (and our reputations) depends heavily on us taking the
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Flow
One of my professors and advisor, Mihaly Csikszentmihalyi, is renowned in
the positive psychology world for his work on “flow.” In a nutshell, flow
describes the state of optimal experience when you’re doing something and
feel completely at one with the activity, you lose track of time, and you look
back on the experience as highly enjoyable. If you’re an athlete, you may
recognize that description from the way you feel during a particularly good
game or match. If you’re an artist, you may have experienced something
similar when your painting is going remarkably well. Sports and art are two
obvious categories of activity that lend themselves to experiencing flow.
However, our work has the potential to do the same thing. In fact, the
research Csikszentmihalyi and others have done shows that people are
more likely to experience flow at work than they are during leisure time.
Experiencing flow at work means you become fully engaged with what
you’re working on. You work with a single-focus and are immune to
distractions on many different levels. You feel challenged and at the same
time completely capable of successfully navigating the work in front of you.
The work day seems to fly by as you interact with meaningful projects that
not only provide for your living, but challenge you to be a more complex
individual.
As an indie worker, you have more control over the characteristics of your
job than many more traditional workers do. Therefore, you may be able to
craft your work in such a way as to encourage yourself to experience flow
more often.
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When these six components are present together you have the makings of
a flow experience.
With the basics of flow under our belts we will address specific ways you
can build and support these three conditions in your work.
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Goals exist on multiple time levels. You can have goals for the next couple
minutes, for the day, for the week, month, and even for your entire life.
While it’s obviously useful to have a sense of the longer term goals and
desires so you can align your shorter term goals with your larger purpose,
it’s not absolutely crucial to finding flow in your work. Flow is a very
experiential condition. It exists here and now. Therefore, the most important
goals you need to have access to are short term. I’ve discovered that
having a couple daily goals is the most important level to experiencing flow
in my own work. When I take the time to figure out daily goals I’m much
more likely to find flow than if I don’t bother to figure them out ahead of
time.
I like to figure out my daily goals for the next day as my last productive
activity before shutting down for the day. I know my work day is finished
when I’ve laid out my three to five goals for tomorrow. I jot them on an
index card or leave them on my desktop in a text file and they’re the first
thing I see when I sit down the next day to get to work. I can measure
myself against those goals while I’m working and I can feel a sense of
progress as I work on them throughout the day.
Instead of making this lesson extra long, I'm going to break it into two parts.
Part two will be arriving in two days and in that lesson you'll be learning
about the other conditions of flow.
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every move she makes that results in her staying on the rock and not falling
is a form of feedback. However, many knowledge worker jobs are not
nearly as clear cut. How do you know if the report you’re writing is any
good? How do you know if you’re choosing the right words or using the
right tone? How do you know if the website you’re designing is going to be
effective when you’re in the midst of the nitty gritty aspects of creating it?
For these professions that don’t have the clarity of feedback that playing a
piano or climbing a mountain have the best way to experience feedback is
to constantly check in with yourself as you work. Is the work staying true to
the vision you have for it? How does it compare to similar assignments
you’ve done in the past? As a trained professional, does it please your
inner sense of what a good project is supposed to be like?
As you gain experience in your chosen field the sense of feedback you can
give yourself will become more refined over time. At the early stages, it may
be best to conceptualize clear feedback as broadly as possible. Is nobody
telling you the project is utter trash? Are people not running and screaming
away from you as you work on it? For now, that’ll do. Keep working toward
the goals you set before (see above) and developing your own inner sense
of what’s good and what isn’t.
3. Challenge/Skill Ratio
The final condition is the one which you have the most control over. To be
in flow, you cannot experience an activity as being far more challenging
than you can handle. In that case, you’d experience anxiety about not
being able to handle the situation and that is not conducive to losing
yourself in the moment. On the other hand, you cannot view an activity as
exhibiting challenges far below your skill level. In that case you’re just going
to be bored and, again, not experience flow. You’re shooting for a sweet
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spot in everything you do where your skills are being used to a high extent
to succeed in an activity that represents a high, yet manageable, level of
challenge.
To begin tweaking your work to create a more ideal skill/challenge ratio you
need to start becoming aware of when you’re feeling bored and when
you’re feeling anxious. If a certain type of task or project is making you feel
bored it means your skill level far outweighs the challenge it presents. To
help make this a flow conducive activity, you need to make it more
challenging. Can you give yourself a constraint, push yourself to try
something different, or raise the challenge level in another way? For
example, checking email is something that didn’t require much skill.
However, to make it more flow inducing I decided to learn the keyboard
shortcuts of my email program and challenge myself to process my email
as quickly and efficiently as possible without ever touching the mouse, if
possible. This raised the challenge level and now when I check email I’m
more likely to find myself really getting into the activity.
On the other hand, if work is making you anxious in some way it means
your skill level is not high enough to match the challenge you’re
experiencing. There are two things you can do to make the activity more
enjoyable; you can raise your skill or you can lower the challenge. In most
cases, elevating your skill is the best way to go. As you gain new skills and
abilities you’ll be able to tackle more challenging and complex projects
while still finding them enjoyable and flow inducing. In some cases, though,
it’s best to lower the challenge. Perhaps you can get a deadline extension,
enlist some help, or reconfigure the project to drop the challenge down to a
more manageable level?
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Assignment
Write two-three sentences about how you can build each condition of flow
(Developing Clear Goals, Getting Clear and Immediate Feedback, and the
Challenge/Skill Ratio) into your work.
Additional Resources
• 99U - Not Too Hard, Not Too Easy: Finding Flow In Your Work
• Flow: The Psychology of Optimal Experience by Mihaly
Csikszentmihalyi
◦ This is THE book. The one and only. When I read this book for
the first time I realized there was this thing called “positive
psychology” that I had been inadvertently studying and writing
about for years without really knowing it. I applied to graduate
school shortly thereafter. And now, here I am. Read this book if
you care about learning how to use your attention more wisely.
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Mindfulness
At it’s most basic level, the attention we have available to bring to bear on
anything is the raw material of what our lives are made. The first focus of
this section, flow, aimed at helping us improve the quality of attention we
bring to everything. The second focus of this section, mindfulness, extends
that aim. Mindfulness has potential spiritual or religious connotations that
I’m not going to focus on at all in this guide. By mindfulness, I simply mean
cultivating the ability to bring our attention and focus to the present moment
at any time. Additionally, the primary exercise for developing mindfulness is
meditation. Again, without any spiritual connotations, meditation can simply
be viewed as the single best exercise for cultivating the ability to be
mindful, to concentrate, and to bring a high level of attention to everything
you do. Like lifting weights for your mental abilities, meditation and
mindfulness can form the backbone of a very effective work life.
In my own experience, there are three main benefits I’ve gotten from
committing to developing mindfulness in my life and work.
Stress Reduction
Life as an indie worker can be fraught with stress. Between demanding
clients, having to manage yourself without much external structure, not
knowing where the next paycheck or project is coming from — stress is an
ever present companion. Numerous studies have supported the idea that
meditation and mindfulness in the workplace can help you deal with stress
better. Stress is always a consequence of allowing future concerns bleed
into your present awareness to an unhealthy extent. Regardless of the
pressure you’re feeling about a deadline or a difficult client you can mitigate
the stress you feel by brining your attention back to the moment. You may
have a terrible client and an insane deadline but in this moment, this
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Work Habits
Indie work is often incredibly unstructured. You have immense flexibility in
how you get your work done. While that’s an obvious plus for most people,
it can also make getting work done very difficult. Distractions, particularly of
the technological variety, are a pervasive part of our modern culture.
Learning how to put distraction in its place so you can bring the highest
level of attention to your work is vital to work success. For me, that has
been the biggest boon from a regular meditation practice. Meditation is the
single best way I have discovered to actively practice the ability to
concentrate and not let distractions affect me. If you want stronger arms
then you go to the gym and lift weights. If you want to develop a higher
level of concentration then you meditate. It’s as simple as that.
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First, it doesn’t have to be any more complex than just sitting quietly and
trying to keep your attention on one thing, such as your breath. As your
attention wanders (and it will) gently bring it back to your breath. It’s as
simple as that. The second thing I can tell you is that the best book I’ve
ever read on mindfulness and meditation is free and a great place to start.
It’s called Mindfulness in Plain English and you can read it here.
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Assignment
Simply close your eyes for 60 seconds and breathe. Take a couple deep
breaths. Notice as the air fills your nostrils and your chest. Feel your
abdomen expand as you breathe in. At the natural end of the inhalation
notice the nearly imperceptible barrier between breathing in and breathing
out. Exhale through your nose and feel the breath as it hits your upper lip.
Feel yourself contract as the air leaves your body. Open your eyes. Get
back to work.
Additional Resources
• Forbes - A Guide to Mindfulness at Work
• Mindfulness in Plain English (free book)
◦ This is the best introductory meditation book I’ve ever read. It
very clearly and simply explains what meditation is and how
you can get started. Highly, highly recommended.
• Focus by Leo Babauta (free book)
◦ Leo covers a lot of ground about learning how to focus in his
typically humble voice. While Mindfulness in Plain English will
teach you how to begin meditating, Focus will help you find
ways you can increase your ability to concentrate throughout
your day to day life.
• Insight Timer (iOS/Android)
◦ Insight Timer is a great app that is half meditation timer and
have social network of meditators. It will show you who is using
the app, in real-time, nearby and around the world. It can be a
powerful feeling to sit down and meditate knowing that
hundreds of other people are meditating with you at the same
time. There are also groups you can join based on shared
interests.
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Strengths
Arguably the biggest upside to being an indie worker is the amount of
flexibility and autonomy you have. You have control over the details of the
way you work, and if you’re on the entrepreneur end of the indie work
continuum, you have a lot of control over the actual content of your work,
too. All of this flexibility can be wasted, though. Without thinking carefully
about your strengths and values you may miss out on all the perks that are
associated with this inherent flexibility. Even more importantly, deriving
meaning from your work, ostensibly one of the most important aspects of
enjoying your work, is driven by an understanding of your values and
strengths.
This is the oft-repeated advice about how to find meaning in your work.
Simple. Obvious, even. And also completely and utterly misleading.
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that also lends itself to a productive and enjoyable work life. Instead,
passion needs to be cultivated and grown over time. The best way to do
that is to develop skills and expertise. With increased ability comes
increased passion for a type of work. With increased skill comes the ability
to interact with and solve more interesting, complex, and satisfying
problems. Using your strengths, the abilities and traits you’re naturally
inclined toward, can give you a leg up on unlocking the skills you need to
develop meaningful work.
One of the best tools I know for assessing and exploring your strengths is
known as the VIA Character Strengths Survey. It can be thought of as the
manual to help “diagnose” what is good in people. Whereas psychology
has done a pretty good job describing the symptoms of mental illness and
codifying them in the DSM V, doing the same thing for positive “symptoms”
is a relatively new endeavor. The VIA Character Strengths Handbook and
Survey are the result of psychologists systematically classifying and
measuring positive character traits. They eventually settled on 24 strengths
situated under six broad virtues. The broad virtues include; Wisdom and
Knowledge, Courage, Humanity, Justice, Temperance, and
Transcendence.
Since the classification system was built, a plethora of research has been
done in this area. A handful of the more exciting findings include:
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Articulating your strengths, figuring out ways to use them in your work, and
then actually following through will probably do more for your job
satisfaction than almost anything else you can do.
Assignment
Take the VIA Character Strengths Survey (scroll to the bottom of the page
and until you see the "Get Started" link). It's kind of long but will give you
some very interesting information about your potential strengths. Once
you've finished it, brainstorm three ways you can utilize your top strengths
in your work next week.
Additional Resources
• Strengths Finder 2.0 by Tom Rath
◦ This is kind of like the Gallup organization’s version of the VIA
Character Strengths. This book comes with an access code that
allows you to take their assessment tool online. The book
breaks down the various strengths and explains what they
mean and how you might go about applying them.
• Go Put Your Strengths to Work by Marcus Buckingham
◦ This book is the logical follow-up to Strengthsfinder 2.0 It sets
out a six-week plan for using your top strengths to craft your job
to better allow you to use your strengths.
• Man’s Search for Meaning by Viktor Frankl
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Values
While the strengths I described in the last section are certainly important
and can provide valuable guidance in creating a more meaningful work life,
there is a deeper level of articulation we need to dig into; values. Your
values refer to the deepest beliefs you hold about the world around you and
who you want to be. Unfortunately, there’s no convenient questionnaire that
you can take that’ll spit your values back out to you. It’s a much messier
and more abstract process than honing in on your character strengths.
Before we get into that aspect, though, a few more words on why values
are important in the first place.
I use two different, and opposing methods, with my clients when it comes to
figuring out values. One could be considered “top down” while the other is
“bottom up.” I explain both below.
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most coaches use with clients who are trying to figure out what their values
are. It’s a good one because it forces you to elevate your thinking and ask
yourself some tough questions. A handful of those questions might include:
Obviously these are some big and juicy questions. Reading through these
may have gotten you excited and filled you with energy. If so, I recommend
you start answering those questions in writing as soon as possible. After
you’ve finished answering those questions, read through your responses
and pull out the commonalities. What do you seem to refer to a lot? Distill
this list into the three to five values that resonate most deeply with you.
Bottom Up Approach
If the list of questions I listed in the Top Down Approach don’t get you
going, then the Bottom Up Approach may work better for you. Instead of
starting with the huge metaphysical questions about purpose and meaning
in life the Bottom Up Approach starts at a very mundane and practical level.
By identifying the activities you already participate in and the behaviors you
already exhibit we can build up from there to figure out what your values
are. Read through the following list of questions and jot down some
answers to each question:
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• What are some activities that make you feel good when you partake
in them? What is it about them that makes you feel good?
• What people in your life seem to elicit the best from you? What is it
about these people that brings out the best in you?
• When do you feel the worst about yourself? What are you doing?
How are you behaving? What causes it?
• Describe a time that you were at your best. What was the scenario?
What did you do?
From here, the process is largely the same as with the Top Down
Approach. Notice commonalities among your answers and distill your list to
the three to five values that resonate most deeply with you.
If you’re really struggling with the exercise, it can be helpful to see a list of
values to get your mind moving in the right direction. Here is my favorite
list.
That’s perfectly okay. In fact, I think perhaps the most powerful use for
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strengths and values is not in the what of work but the how of work. Even if
you don’t find your work meaningful or connected to your values, the way
you execute the work and the way you comport yourself as a professional
can be done in alignment with your values and meaning. Look at your list of
values and think about how somebody who is living those values to the
fullest extent would approach their work. What would they do in terms of
professional/personal development? What would they do in terms of
professionalism?
Assignment
Choose either the Top Down or Bottom Up approach and work through the
process. Once you've done so, describe one way you can change the way
you currently work to better align with one or more of your values.
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Work as a Process
Viewing work as a process is focusing on the how and why of the work
you’re doing and not the specific outcomes. It asks whether the way you’re
going about your work is as efficient and productive as it could be. It shifts
work from a monolithic and static concept to one that can change over
time. This is vital for the indie worker because the lack of structure of your
work reality means there is less that you can take for granted each day.
When you have a “normal” job you can take for granted that you’ll get to the
office and (hopefully) leave at roughly the same time. You can take for
granted which coworkers sit by you each day and that their personalities
are largely the same day after day (as personalities are). You can take for
granted that you’ll have a boss or supervisor clarifying and assigning you
work, or, at the very least, looking at the work you’re doing. You can even
take for granted things as simple as the fact that your desk will probably still
be the way you left it when you come in the next day. For an indie worker,
some, or all, of these realities cannot be taken for granted. Therefore, the
process of doing work has to be consciously thought about and refined.
Perception is Paramount
In psychology, everything comes back to perception. Whatever objective
reality presents us, it’s our perception of the situation that dictates our
behavior and thoughts. The way we think about our work is no exception. If
we perceive the act of working as something we have control over, and
therefore can change it to fit our preferences, then you’re likely to have a
much more positive outlook on it overall. If work is something that’s viewed
as an unchangeable block — “work” — with no nuance or fluidity or control,
then I doubt the idea of it is very exciting to you.
I know I promised this section was going to be concrete and tactical. It is, I
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promise. But first we have to be on the same page with one very simple.
Important, multi-part assumption:
I owe a huge debt to David Allen and his book, Getting Things Done: The
Art of Stress-Free Productivity, for where I am today. Without a doubt,
reading this book and adopting this system into my life utterly changed the
way I think and execute my work. My first piece of (admittedly lame)
productivity advice is always, “Read Getting Things Done by David Allen.”
It would be kind of weak if I left this section at that, so I’ll go ahead and give
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you the system in a nutshell. Obviously, David goes into much more detail
in the book but this is what I think it’s all about:
That’s it.
Assignment
If you can't clearly and quickly answer these questions, your system for
handling information needs improvement:
• Your doctor just called asking to change the time of your appointment
tomorrow. What do you do?
• You just received an email that's going to require longer than 2
minutes to respond to. What do you do?
• You just had a great idea for a project unrelated to the one you're
working on. What do you do?
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• Can you find the email your team member sent approximately four
weeks ago with the new login code? Even better, what did you do
when you originally got that email that will prevent you from having to
look it up again?
Assess your productivity system for weak points. What aspect of it needs to
be improved?
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I think our environment has a huge impact on how we feel about ourselves
and our work. In my research on coworking spaces, one of the most
commonly cited reasons for members joining is the desire to just be around
other people. Social isolation can be a big part of being an indie worker. On
the other hand, some indie workers absolutely thrive in a home office
where they work in complete solitude. Developing the right workspace for
yourself is an effort that requires immense self knowledge. You have to
combine the demands of the task at hand with the demands of your own
unique personality. How do you navigate those waters?
I have a couple ideas in terms of general advice for creating your optimal
workspace.
Reducing Friction
Your workspace should have the tools you need easily accessible. Having
to get up and walk across the room to perform a routine task that you do
fifty times a day may be causing interruptions that are making it difficult to
really get into the flow of your work (or it may be providing you a welcome
break through the day — it’s up to you to figure out which). A master
craftsman working in his or her workshop knows where every tool is kept
and can probably find it with eyes closed. A master sailor keeps her ship in
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Less is More
I’m a huge fan of minimalism. Not because I think the aesthetic is
particularly interesting or beautiful (although it can be). I think erring on the
side of minimalism in our work environments allows us to more easily train
our attention on the tasks at hand. Visual distractions can be just as
distracting as a phone call or an incoming text message. Therefore, I prefer
to identify what my most crucial tools are and then remove everything else
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from my visual field. Just me and my work. Another interesting tidbit from
the realm of the psychology of success has to do with the subconscious
cues we send ourselves. In The Talent Code Daniel Coyle makes the
observation that the sports clubs around the world that produce the
greatest number of world class athletes, talent hotbeds, often are decrepit,
junky, and in disrepair. The athletes in these environments are not
surrounded by cues that they’ve “made it” and therefore they are constantly
pushing themselves to be better. I don’t think this has ever been studied in
a work context, but I like applying that idea to my workspace as well. When
it’s just me and my most basic tools working together I’m not
subconsciously telling myself I’ve “made it” in any sort of capacity. It pushes
me to keep creating, to keep working, and to keep improving myself.
Perhaps this concept will help your own work process as well?
One of the most important aspects of the GTD task management system is
something David Allen calls the Weekly Review. Whether you’re following
GTD or not, doing some sort of weekly review is vital for all indie workers.
There is nothing I’ve done in the past four years that has had a bigger
impact on my life than sitting down once a week and doing a complete
review of my task management system. Here’s why:
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show up at the factory and it would be there sitting for you. Even as a
knowledge worker for an organization, a lot of the time your work is pretty
well-defined. For many indie workers, though, the work is almost never
well-defined. You have a lot of amorphous projects and intentions but you
can’t do a project. You have to figure out what the actual next step is (or as
David Allen calls it, the next action). In your weekly review you go through
all your projects and give yourself next actions so when you sit down to
work in the upcoming week the work has already been defined and you can
just do.
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less stress. Less stress means you’ll probably like your job a lot more.
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The process of work fascinates me. I could write about it all day.
Unfortunately, there’s only so much I can cram into one guide. To round out
this section, I’d like to share a handful of bite-sized considerations for
improving your work process as an indie worker.
Ubiquitous Capture
There’s no excuse to ever lose a good idea (or even just an urgent one) to
the ether of forgetfulness. Get in the habit of writing down ideas and
thoughts as they happen. Awhile back I got into the habit of carrying a small
notebook in my back left pocket and a pen in my front pocket. Nowadays,
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Embrace Lists
To do lists and project lists are important. However, I’ve found some of my
most rewarding lists to be things like Places to Go, Movies to Watch, Board
Games to Try, and Music to Check Out. When something along those lines
pops into your head throughout the day, capture it (see above) and then put
it on the proper list. Once a month or once every couple months, check out
your lists and pick out some new and exciting things to do. You probably
deal with a ton of information on a daily basis, why not make it work for you
a little bit?
Consistency
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Motivation is a cruel mistress. When you have it, everything seems great
and you likely don’t have a care in the world. When you don’t have it,
everything seems harder and much more pointless. Cherish the days you
wake up with motivation and utilize them to the best of your ability.
However, try striving for such consistency in your work process that
motivation becomes largely irrelevant. Some days you’ll feel awesome
about your work. Some days you won’t. Either way, you’re showing up and
getting it done.
Assignment
Schedule a time to do a weekly review in the next couple of days. Look at
my template and make changes to it in preparation for your own review.
Assess your main workspace. What is within arms reach that doesn’t need
to be? What isn’t within arms reach that should be? What would happen if
you drastically reduced the number of “things” around you? Is it worth a
one week or one month experiment? Put things in a box and only retrieve
them if you need them. After a couple months, anything that’s still in the
box can likely be donated/recycled/thrown away.
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Additional Resources
• Getting Things Done: The Art of Stress-Free Productivity by David
Allen
◦ This is the other book (along with Flow) that I credit with
completely changing the way I work and live. It’s so much more
than just making lists and getting things out of your head.
Adopting GTD will help you operate on a completely different
level when it comes to making work that matters and enjoying
your life.
• The Power of Full Engagement: Managing Energy, Not Time, is the
Key to High Performance and Personal Renewal by Tony Schwartz
and Jim Loehr
◦ This book left a lasting impact on me. It made me realize I
needed to stop thinking about the way I work in terms of total
hours worked, but as a series of sprints that allow me to work at
full capacity before mindfully renewing my energy and sprinting
forward again. There’s a lot to be learned from this book for
somebody who has a lot of control over the way they work (ie
you).
• Evernote - (Mac/PC)
◦ This is the software I use as a digital filing cabinet. Anything I
may need to reference in the future and all documents related
to ongoing projects live here. I pay for the Premium version, but
the free version is awesome, too. It’s a super flexible piece of
software (see The Secret Weapon below) so it’s likely you can
find a way to use it productively.
• Things - (Mac)
◦ This is the software I use for task management. I keep track of
all my ongoing projects and the tasks I need to complete to
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get all nagging open loops out of your head and into your
system.
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Conclusion
I know we covered a lot of ground in this guide and I hope you’re feeling
exhilarated by all the information and not overwhelmed. If you are,
hopefully these three takeaway points will distill everything down into a
digestible chunk.
Stay Curious
Nobody is going to be looking over your shoulder and telling you what you
should be learning to move forward in your chosen career. It’s completely
up to you. By keeping your mind open you can always be on the lookout for
new learning opportunities. By committing to a practice of self-
experimentation you can figure out what self help advice works for you and
what doesn’t. You can figure out what style of work works best for you in
what kind of situation. You can constantly tweak your process based on
your observations of the world and people around you. Tied to your Growth
Mindset, you will always be on an upward trajectory.
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If you enjoyed the guide and feel like you learned something, please tell
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your friends about it. I’m putting myself through graduate school on the
back of my own indie work efforts so any help you can give me is very
graciously appreciated. Thank you for your time, attention, and
consideration of my ideas and writing. I hope you learned something and
good luck with all your future work!
Sam Spurlin
theworkologist.com
@theworkologist
[email protected]
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