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BOOTSTRAPPING 101
BY @BRENNANDUNN
THE DREAM

• Eventually we realize that we don’t own our income.
• Our most valuable asset is our time — both to us and

our employers / clients.

• Ergo, we want to separate time from money.
F O R M O S T, I T ’ S
A PIPE DREAM.

• “Make money while you

sleep!”
• “Make $XX,XXX from

home!”
• “Move to San Francisco

and apply for YC!”
My goal tonight is to present a low risk
framework for augmenting / replacing
your income.
Bootstrapping 101
Bootstrapping 101
MealsNearMe
DEAD ON ARRIVAL
SO WHO IS THIS GUY?
• Ran a consultancy in Norfolk, “We Are Titans”

— maxed at 11 FT employees.

• Got tired of client work. Bootstrapped a SaaS called

Planscope.

• Have since written two books, teach a number of

workshops, and speak on consulting / bootstrapping.

• In less than 2 years, run rate of $10-40k/month with NO

OUTSIDE MONEY.
Bootstrapping 101
Bootstrapping 101
Bootstrapping 101
Bootstrapping 101
Bootstrapping 101
Bootstrapping 101
STEP 1

DERIVING AN IDEA
“Disrupt. Game changer. TechCrunche’d. Scale.”

–EVERY WANTRAPRENEUR EVER

(AND MOST OF MY FORMER CLIENTS)
P L AY I N G T H E
S TA R T U P L O T T O .

• “Wouldn’t it be cool IF…”
• We mostly read about the

successes, but not the
failures.
• Low likelihood to succeed,

but high pay-off if you do.
• A+B
DEFINING THE PERFECT
B O O T S T R A P P E D P R O D U C T…

• Business-to-Business
• Non point-in-time (e.g. weddings, events, job finding)
• Naturally recurring (PM, accounting, scheduling)
• Turnkey (doesn’t require a network effect)
DEFINING THE PERFECT
B O O T S T R A P P E D P R O D U C T… ( C O N T )

• Lots and lots of competition
• Customer pays more than they cost
• Money maker
• Money saver
STEP 2

V A L I D AT I N G
V A L I D AT I N G Y O U R P R O D U C T
• Your product is the bridge between “OMG this sucks”

and :-)

• Product validation requires understanding the net

effect of removing problem X from a set of companies

• By focusing on the problem (e.g. making client

communication more transparent) you’ll be naturally
constrained to ship only what matters.
Q U I C K W I N S F O R V A L I D AT I N G
• Stalk Internet forums for common themes, shared

language, and raw pains.

• Google around for “Why X sucks” (X being a well-

established player.)

• Go door to door asking “Will you write me a check for

this?” NOT “Would you use this?” (Universal truth:
people don’t like making other people feel bad. They
will, however, refuse to pay for stuff.)
Bootstrapping 101
Bootstrapping 101
STEP 3

MAKING AN INCOME
THE BLUEPRINT FOR GUERRILLA
PRODUCT SALES
• Create an audience. Be the hero who slays Problem X.
• Produce content around the problem and solutions,

with all arrows pointing toward your product.

• Aggressively hunt down your first 50 customers. (See

Robert Graham’s great book on cold calling for
startups.)

• EMAIL.
THE BLUEPRINT FOR GUERRILLA
PRODUCT SALES (CONT)
• Think about the friction that someone needs to

overcome to use your product. How can you offer a
low hanging fruit?

• Borrow other people’s audiences. See: Constant

Contact, guest blogging.

• Offer concierge onboarding.
• Collect as much qualitative AND quantitative data as

you can.
WRAPPING UP

WE’VE COVERED A LOT OF
TA C T I C S . L E T ’ S TA L K S T R AT E G Y.
• Understand and verify core problems that affect a

businesses’ ability to thrive.

• Build a MVP that solves (or partially solves) that

problem.

• Market through the solution, don’t sell the product.
• Offer low hanging fruit or impulse buys if your product

requires big workflow changes.
@brennandunn
brennan@planscope.io
!

See my funnel in action:
freelancersweekly.com

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Bootstrapping 101

  • 2. THE DREAM • Eventually we realize that we don’t own our income. • Our most valuable asset is our time — both to us and our employers / clients. • Ergo, we want to separate time from money.
  • 3. F O R M O S T, I T ’ S A PIPE DREAM. • “Make money while you sleep!” • “Make $XX,XXX from home!” • “Move to San Francisco and apply for YC!”
  • 4. My goal tonight is to present a low risk framework for augmenting / replacing your income.
  • 8. SO WHO IS THIS GUY? • Ran a consultancy in Norfolk, “We Are Titans” — maxed at 11 FT employees. • Got tired of client work. Bootstrapped a SaaS called Planscope. • Have since written two books, teach a number of workshops, and speak on consulting / bootstrapping. • In less than 2 years, run rate of $10-40k/month with NO OUTSIDE MONEY.
  • 16. “Disrupt. Game changer. TechCrunche’d. Scale.” –EVERY WANTRAPRENEUR EVER (AND MOST OF MY FORMER CLIENTS)
  • 17. P L AY I N G T H E S TA R T U P L O T T O . • “Wouldn’t it be cool IF…” • We mostly read about the successes, but not the failures. • Low likelihood to succeed, but high pay-off if you do. • A+B
  • 18. DEFINING THE PERFECT B O O T S T R A P P E D P R O D U C T… • Business-to-Business • Non point-in-time (e.g. weddings, events, job finding) • Naturally recurring (PM, accounting, scheduling) • Turnkey (doesn’t require a network effect)
  • 19. DEFINING THE PERFECT B O O T S T R A P P E D P R O D U C T… ( C O N T ) • Lots and lots of competition • Customer pays more than they cost • Money maker • Money saver
  • 20. STEP 2 V A L I D AT I N G
  • 21. V A L I D AT I N G Y O U R P R O D U C T • Your product is the bridge between “OMG this sucks” and :-) • Product validation requires understanding the net effect of removing problem X from a set of companies • By focusing on the problem (e.g. making client communication more transparent) you’ll be naturally constrained to ship only what matters.
  • 22. Q U I C K W I N S F O R V A L I D AT I N G • Stalk Internet forums for common themes, shared language, and raw pains. • Google around for “Why X sucks” (X being a well- established player.) • Go door to door asking “Will you write me a check for this?” NOT “Would you use this?” (Universal truth: people don’t like making other people feel bad. They will, however, refuse to pay for stuff.)
  • 26. THE BLUEPRINT FOR GUERRILLA PRODUCT SALES • Create an audience. Be the hero who slays Problem X. • Produce content around the problem and solutions, with all arrows pointing toward your product. • Aggressively hunt down your first 50 customers. (See Robert Graham’s great book on cold calling for startups.) • EMAIL.
  • 27. THE BLUEPRINT FOR GUERRILLA PRODUCT SALES (CONT) • Think about the friction that someone needs to overcome to use your product. How can you offer a low hanging fruit? • Borrow other people’s audiences. See: Constant Contact, guest blogging. • Offer concierge onboarding. • Collect as much qualitative AND quantitative data as you can.
  • 28. WRAPPING UP WE’VE COVERED A LOT OF TA C T I C S . L E T ’ S TA L K S T R AT E G Y.
  • 29. • Understand and verify core problems that affect a businesses’ ability to thrive. • Build a MVP that solves (or partially solves) that problem. • Market through the solution, don’t sell the product. • Offer low hanging fruit or impulse buys if your product requires big workflow changes.
  • 30. @brennandunn brennan@planscope.io ! See my funnel in action: freelancersweekly.com