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Roadmapping the
Pre-Startup Years
a.k.a. Front-loading the Trough of Sorrow
Startup History
FreshBooks - Customer Development
Jet Cooper / Pilot - Product Management
Shopify(red) - Product Labs
The Junction Company - Pre-Product Labs
Next to North
City & Stay
IIRC...
It Went Something Like...
DemoCamp – David Crow buys me scotch
Investor Tour – By invitation!
Recruiting Leverage – All-Star Team
Launch Dates Scheduled (& Re-Scheduled)
“Coming Soon” Tour (Conference Circuit)
Lessons From the Beta (Meaningless Data)
Feature / Stack Focus
Irrelevance >> ¼ Pivot >> Irrelevance >> ¼ Pivot
Churn is Real (Founders, Employees, Users)
11th Hour Runway Management
Said Another Way...
DemoCamp = PR / Noise-Making
Investor Tour = Adding Complexity
All-Star Team = Burn Rate
Launch Dates = Promises & Expectations
Conference Circuit = Appearing “New”
Rudderless Beta → Narrative-Building
Feature / Stack Focus = Magic Bullet-Seeking
Irrelevance >> Pivot → Shades of Demoralization
Churn = Leaky Bucket Patching
Runway Management = Life Support
Finding Product-Market Fit
takes TIME
How can I speed it up?
Finding Product-Market Fit
is HARD
How can I make it more comfortable?
Attributes of the Trough
Unsustainable Beginnings
Date Fixated
Attention Currency
Data-Driven
Retention/Churn Energy Suck
Next Feature Focus
Investor Push (vs. Pull) + Money Management
Stealing Quotes
“Every startup has to go through it” – Andrew Chen
“... the founders become demoralized” – Paul Graham
“The answer was simplifying…” – Fred Wilson
“Sure, grit. Sure, perseverance. Just less.” – AP’s .02
Hard No’s
No Noise (Nobody cares anyway)
No Dates (It’s okay to run ideas in the background)
No Analytics (Everything you care about is binary)
No Team (Being the captain is a time sync)
No Software (People will often pay for better process)
No Money (“Funding the Team” is a new phenomenon)
No Company (Think in terms of projects… Easy to kill)
18 Months Later
~150-200 Ideas (00:00)
~15 Experiments (00:00 + $$)
5-6 Projects (00:00 + $$$)
2 (In)Corporations ($40K & $150K Revenue)
Tips: Services, Process, Wedges, Collaborative
Consider: Ideas exist at the intersections
Thank You!

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Andrew Peek of JetCooper/ Shopify presents Roadmapping the Pre Startup Years

  • 1. Roadmapping the Pre-Startup Years a.k.a. Front-loading the Trough of Sorrow
  • 2. Startup History FreshBooks - Customer Development Jet Cooper / Pilot - Product Management Shopify(red) - Product Labs The Junction Company - Pre-Product Labs Next to North City & Stay
  • 4. It Went Something Like... DemoCamp – David Crow buys me scotch Investor Tour – By invitation! Recruiting Leverage – All-Star Team Launch Dates Scheduled (& Re-Scheduled) “Coming Soon” Tour (Conference Circuit) Lessons From the Beta (Meaningless Data) Feature / Stack Focus Irrelevance >> ¼ Pivot >> Irrelevance >> ¼ Pivot Churn is Real (Founders, Employees, Users) 11th Hour Runway Management
  • 5. Said Another Way... DemoCamp = PR / Noise-Making Investor Tour = Adding Complexity All-Star Team = Burn Rate Launch Dates = Promises & Expectations Conference Circuit = Appearing “New” Rudderless Beta → Narrative-Building Feature / Stack Focus = Magic Bullet-Seeking Irrelevance >> Pivot → Shades of Demoralization Churn = Leaky Bucket Patching Runway Management = Life Support
  • 6.
  • 7. Finding Product-Market Fit takes TIME How can I speed it up?
  • 8.
  • 9. Finding Product-Market Fit is HARD How can I make it more comfortable?
  • 10. Attributes of the Trough Unsustainable Beginnings Date Fixated Attention Currency Data-Driven Retention/Churn Energy Suck Next Feature Focus Investor Push (vs. Pull) + Money Management
  • 11. Stealing Quotes “Every startup has to go through it” – Andrew Chen “... the founders become demoralized” – Paul Graham “The answer was simplifying…” – Fred Wilson “Sure, grit. Sure, perseverance. Just less.” – AP’s .02
  • 12. Hard No’s No Noise (Nobody cares anyway) No Dates (It’s okay to run ideas in the background) No Analytics (Everything you care about is binary) No Team (Being the captain is a time sync) No Software (People will often pay for better process) No Money (“Funding the Team” is a new phenomenon) No Company (Think in terms of projects… Easy to kill)
  • 13. 18 Months Later ~150-200 Ideas (00:00) ~15 Experiments (00:00 + $$) 5-6 Projects (00:00 + $$$) 2 (In)Corporations ($40K & $150K Revenue) Tips: Services, Process, Wedges, Collaborative Consider: Ideas exist at the intersections