LLOYED LOBO
Co-founder
Boast.AI
@lloyedlobo
10 LESSONS FROM
BOOTSTRAPPING TO $10M
2007
2010
201
3
201
5
Now
AL
SYSTEMS
TICKETLEA
P
AUTOMATICL
Y
SPEAKEAS
Y
BOAST.A
I
Warehouse Control
System and Order
Fulfillment Automation
Online ticket sales and
event marketing company
Chatbot to help agents
automate customer
support
Sales playbook automation
backed by Bessemer &
Salesforce
Automate govt funding
Bootstrapped to 8 figs
before Series A
My Life In
Startups
4x failed founder and
exec
Now
BOAST.A
IAutomate govt funding
Bootstrapped to 8 figs
before Series A
START WITH VALUES
It helps you make tough decisions especially
during difficult times
#1
GREAT COMPANIES HAVE GREAT ALIGNMENT
‣ Purpose - why do we exist?
‣ Vision - what will the world look like because of us?
‣ Mission - how do we do it?
‣ Values - how do we behave?
GREAT COMPANIES HAVE GREAT ALIGNMENT
TOP SKILL YOU NEED…
#2
Sales fixes everything
‣ Customers
‣ Employees
‣ Investors
‣ Media
SELLING IS EVERYTHING
‣ 10 calls a day
‣ Evangelize everyone
‣ Shadow the best sales reps you know
‣ SPIN Selling, Made To Stick, Pitch Anything
PRACTICE MAKES YOU BETTER
DON'T BOIL THE OCEAN
Build your startup in phases…
#3
Validation PM-Fit PC-Fit Scale
Goal
10 unaffiliated
paying customers
Retention
Scalable unit
economics
Revenue growth
rate
Leading
Indicator
Pilots Engagement
Channel
performance
Mini brand
TM Innovator Early Adopter Early Majority Own the market
GTM Founder-led Founder + AEs Codified, scalable
75% scale,
25% new
Demand
Network +
referrals
Network +
referrals
1 scalable,
measurable
channel
Multi-channel
Pricing
Solve for
commitment
Solve for
commitment
Solve for unit
economics
Assess disruption
risk
Funding Seed Series A Series B BOOM!
STAY FOCUSED & TIME BOX EACH PHASE
KNOW WHEN TO
INVEST IN GROWH
#4
Everyone’s
looking for a
growth hack…
12M users in 18 months by simply adding
that to the bottom of each email
AirBnb jumpstarted
growth by sending
automated emails to
people listing
on Craigslist
“Don't do something because
other people are doing it. Boil
things down to the most
fundamental truths… and
then reason up from there.”
- Elon Musk
= Success
Engagement
+Revenue
+Growth
Signs you’re not ready to grow
1. No Ideal Customer. People don’t come to
your product to get a specific job done
1. Poor Retention. People don’t keep coming
back to your product anytime they want to
get that job done
START WITH ONE ICP
Focus will give your messaging clarity
& lift your conversion rates
#5
‣ Who are your customers (title, industry, geo, etc.)?
‣ What are the key outcomes they’re looking for?
‣ What are the tasks to get to those outcomes?
‣ How do they do those tasks today?
‣ What are the unnecessary steps & how can you
reduce them?
‣ What does the delighted state look like?
WRITE DOWN…
ICP Market Pay Access Contact Conv Calls NRR Contact % People ACV ARR
CS
Enterprise
Tech 3 4 4 1,000 1% 10 100% 100,000 0.10 100
CS
Enterprise
CPG 5 4 3 1,000 0% 1 100% 100,000 1% 1000 $10k $10M
USE DATA TO NAIL YOUR ICP
CIRCLE OF
INFLUENCE BUYE
R
FAMILY
COMPETITION
PR
COMMUNITY
PAID
SOCIAL
CONFERENCE
COLLEAGUE
S
ICP
FUND
FREQUENT
FOLLOW
NAIL, THEN SCALE
1 customer, 1 channel, 1 offering
#6
“If you can get even a
single distribution channel
to work, you have a great
business. If you try for
several, but don’t nail one,
you’re finished. So it’s
worth thinking real hard
about nailing one channel.”
- Peter Thiel
USE DATA TO NAIL YOUR CHANNEL
‣ Brainstorm a few channels
‣ Use RICE to prioritize
‣ Run tests and iterate
‣ Double down on what's generating results
Channel Reach Impact Confidence Effort RICE score
Community 450 3 100% 2 675
SDR 2,000 1 80% 4 400
SEO 1,000 2 50% 3 333
MAKE IT STICK
The more I engage the better it gets or
the more I engage, the more I lose if I were to leave
#7
New followers/ follows
+ investment in your identity
makes it sticky
The more notes you add, the
more value you get and the
harder it is to leave
SHOW UP CONSISTENTLY
Doing things with cadence and
depth builds trust
#8
‣ Vision
‣ Culture
‣ Communication
‣ Recruiting
‣ Investor relations
‣ Go-to when things go south
THE JOB OF A FOUNDER IS…
MORE SWISS ARMY KNIVES
If you keep promoting people based on tenure over trajectory,
you will become the very thing you set out to disrupt
#9
‣ Don't abstract from IC to C-Suite too soon
‣ No big company execs
‣ The jack-of-all can stretch longer than you think
‣ More doers less talkers
‣ Hold people accountable to values
‣ Zero tolerance for toxicity
‣ Hire slow, fire fast
GET THE RIGHT PEOPLE ON THE BUS
6 traits of a great culture
Connection Autonomy Mastery Purpose Energy Recognition
WATCH THE LEADING INDICATORS
Engagement, Retention, Growth, Cash
#10
Stage State Conversion % Estimated Value
Acquisition How do you find them?
Acquisition How do you get them to try it?
Activation Do they stay?
Retention Do they keep coming back?
Revenue Do they pay?
Referral Do they bring their friends?
THINK ABOUT…
TAKEAWAYS
1. Great companies have great alignment
2. Get good at selling
3. Build your startup in phases
4. Don't invest in growth without engagement and retention
5. Use data to determine your ICP and map the circle of influence
6. Nail then scale - 1 customer, 1 channel, 1 offering can get you to +10
7. Make your product sticky
8. Success is a one (or few) things done consistently well over time
9. More swiss army knives, more doers, always trajectory over tenure
10.Obsess about the leading indicators
Make sure your employees are engaged,
customers are happy, and you don't run out of
money
ULTIMATELY…
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elit. Suspe disse place rat, felis in biben dum trist ique, lectu magna fini
bus dolor, ut sagit tis nibh lorem in massa. In eget purus et torto lobor tis
auctor non vel ex. Cura bitur ac ultri cies enim. Nulam dictu massa id
neque ornar, vel ornar diam pulvi nar. Integer vitae vesti bulu enim.
If you chase impact, you
will build something big!
Lloyed Lobo
THANK YOU

10 Ways to Bootstrap to $10M By Doing Things That Don’t Scale

  • 1.
  • 2.
    2007 2010 201 3 201 5 Now AL SYSTEMS TICKETLEA P AUTOMATICL Y SPEAKEAS Y BOAST.A I Warehouse Control System andOrder Fulfillment Automation Online ticket sales and event marketing company Chatbot to help agents automate customer support Sales playbook automation backed by Bessemer & Salesforce Automate govt funding Bootstrapped to 8 figs before Series A My Life In Startups 4x failed founder and exec Now BOAST.A IAutomate govt funding Bootstrapped to 8 figs before Series A
  • 3.
    START WITH VALUES Ithelps you make tough decisions especially during difficult times #1
  • 4.
    GREAT COMPANIES HAVEGREAT ALIGNMENT
  • 5.
    ‣ Purpose -why do we exist? ‣ Vision - what will the world look like because of us? ‣ Mission - how do we do it? ‣ Values - how do we behave? GREAT COMPANIES HAVE GREAT ALIGNMENT
  • 6.
    TOP SKILL YOUNEED… #2 Sales fixes everything
  • 7.
    ‣ Customers ‣ Employees ‣Investors ‣ Media SELLING IS EVERYTHING
  • 8.
    ‣ 10 callsa day ‣ Evangelize everyone ‣ Shadow the best sales reps you know ‣ SPIN Selling, Made To Stick, Pitch Anything PRACTICE MAKES YOU BETTER
  • 9.
    DON'T BOIL THEOCEAN Build your startup in phases… #3
  • 10.
    Validation PM-Fit PC-FitScale Goal 10 unaffiliated paying customers Retention Scalable unit economics Revenue growth rate Leading Indicator Pilots Engagement Channel performance Mini brand TM Innovator Early Adopter Early Majority Own the market GTM Founder-led Founder + AEs Codified, scalable 75% scale, 25% new Demand Network + referrals Network + referrals 1 scalable, measurable channel Multi-channel Pricing Solve for commitment Solve for commitment Solve for unit economics Assess disruption risk Funding Seed Series A Series B BOOM! STAY FOCUSED & TIME BOX EACH PHASE
  • 11.
  • 12.
  • 13.
    12M users in18 months by simply adding that to the bottom of each email
  • 14.
    AirBnb jumpstarted growth bysending automated emails to people listing on Craigslist
  • 15.
    “Don't do somethingbecause other people are doing it. Boil things down to the most fundamental truths… and then reason up from there.” - Elon Musk
  • 16.
  • 17.
    Signs you’re notready to grow 1. No Ideal Customer. People don’t come to your product to get a specific job done 1. Poor Retention. People don’t keep coming back to your product anytime they want to get that job done
  • 18.
    START WITH ONEICP Focus will give your messaging clarity & lift your conversion rates #5
  • 19.
    ‣ Who areyour customers (title, industry, geo, etc.)? ‣ What are the key outcomes they’re looking for? ‣ What are the tasks to get to those outcomes? ‣ How do they do those tasks today? ‣ What are the unnecessary steps & how can you reduce them? ‣ What does the delighted state look like? WRITE DOWN…
  • 20.
    ICP Market PayAccess Contact Conv Calls NRR Contact % People ACV ARR CS Enterprise Tech 3 4 4 1,000 1% 10 100% 100,000 0.10 100 CS Enterprise CPG 5 4 3 1,000 0% 1 100% 100,000 1% 1000 $10k $10M USE DATA TO NAIL YOUR ICP
  • 21.
  • 22.
    NAIL, THEN SCALE 1customer, 1 channel, 1 offering #6
  • 23.
    “If you canget even a single distribution channel to work, you have a great business. If you try for several, but don’t nail one, you’re finished. So it’s worth thinking real hard about nailing one channel.” - Peter Thiel
  • 25.
    USE DATA TONAIL YOUR CHANNEL ‣ Brainstorm a few channels ‣ Use RICE to prioritize ‣ Run tests and iterate ‣ Double down on what's generating results Channel Reach Impact Confidence Effort RICE score Community 450 3 100% 2 675 SDR 2,000 1 80% 4 400 SEO 1,000 2 50% 3 333
  • 26.
    MAKE IT STICK Themore I engage the better it gets or the more I engage, the more I lose if I were to leave #7
  • 27.
    New followers/ follows +investment in your identity makes it sticky
  • 28.
    The more notesyou add, the more value you get and the harder it is to leave
  • 29.
    SHOW UP CONSISTENTLY Doingthings with cadence and depth builds trust #8
  • 30.
    ‣ Vision ‣ Culture ‣Communication ‣ Recruiting ‣ Investor relations ‣ Go-to when things go south THE JOB OF A FOUNDER IS…
  • 31.
    MORE SWISS ARMYKNIVES If you keep promoting people based on tenure over trajectory, you will become the very thing you set out to disrupt #9
  • 32.
    ‣ Don't abstractfrom IC to C-Suite too soon ‣ No big company execs ‣ The jack-of-all can stretch longer than you think ‣ More doers less talkers ‣ Hold people accountable to values ‣ Zero tolerance for toxicity ‣ Hire slow, fire fast GET THE RIGHT PEOPLE ON THE BUS
  • 33.
    6 traits ofa great culture Connection Autonomy Mastery Purpose Energy Recognition
  • 34.
    WATCH THE LEADINGINDICATORS Engagement, Retention, Growth, Cash #10
  • 35.
    Stage State Conversion% Estimated Value Acquisition How do you find them? Acquisition How do you get them to try it? Activation Do they stay? Retention Do they keep coming back? Revenue Do they pay? Referral Do they bring their friends? THINK ABOUT…
  • 36.
    TAKEAWAYS 1. Great companieshave great alignment 2. Get good at selling 3. Build your startup in phases 4. Don't invest in growth without engagement and retention 5. Use data to determine your ICP and map the circle of influence 6. Nail then scale - 1 customer, 1 channel, 1 offering can get you to +10 7. Make your product sticky 8. Success is a one (or few) things done consistently well over time 9. More swiss army knives, more doers, always trajectory over tenure 10.Obsess about the leading indicators
  • 37.
    Make sure youremployees are engaged, customers are happy, and you don't run out of money ULTIMATELY…
  • 38.
    Double click toedit Double click to edit Double click to edit. Lorem ipsum dolor sit amet, consec etur adip iscin elit. Suspe disse place rat, felis in biben dum trist ique, lectu magna fini bus dolor, ut sagit tis nibh lorem in massa. In eget purus et torto lobor tis auctor non vel ex. Cura bitur ac ultri cies enim. Nulam dictu massa id neque ornar, vel ornar diam pulvi nar. Integer vitae vesti bulu enim. If you chase impact, you will build something big! Lloyed Lobo
  • 39.