Barn Ventures
Builders Club · Waterloo
Founder Dinner Series · F26 · Week 1
Six Tuesdays. Fifteen founders. Today is the map, not the climb.
Jesse Rodgers · September 22, 2026
Barn Ventures · Founder Dinner Series · F26
About me
Built
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Velocity
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TribeHR
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Creative Destruction Lab
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Eigenspace
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Startupbarn, now Builders Club
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Barn Ventures
Made better
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Special projects at Waterloo
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Staff Association
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Boltmade
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Volta
Barn Ventures · Founder Dinner Series · F26
The frame
01
You know the goal, so you prepare and plan
02
On the way to the first basecamp, stuff happens: weather, avalanche, etc.
03
Many more basecamps ahead. Some of it predictable; the severity and timing are not.
Barn Ventures · Founder Dinner Series · F26
Part one
Barn Ventures · Founder Dinner Series · F26
What a startup is
01
That's an intentional decision, not a label every new company gets
02
Two requirements: something lots of people want, and a way to reach them at scale
03
Distribution is part of the idea, not an afterthought
04
Consultancies and bakeries are real businesses with linear constraints. Know which game you're playing.
Barn Ventures · Founder Dinner Series · F26
Part two
Barn Ventures · Founder Dinner Series · F26
Learn to build things
01
Knowing what to build, and being able to build it
02
Live in the future: the best opportunities come from betting on what's about to become possible, not what's possible today
03
Compute costs falling, capability curves rising. Bet on the curve.
04
AI collapses execution time but not judgment. Speed of iteration is the new signal.
Barn Ventures · Founder Dinner Series · F26
Signal
Barn Ventures · Founder Dinner Series · F26
Cofounders and team
01
Founder fallout is one of the most common killers
02
Team dysfunction is one of the five bullets in the chamber
03
Brutal honesty with your cofounder is the cheapest insurance you will ever buy
04
Build with people you can move fast with, and disagree with
Barn Ventures · Founder Dinner Series · F26
Founder health
01
A sick founder cannot run a healthy company
02
Non-negotiables beat willpower: exercise as a meeting you can't cancel, real sleep, scheduled deep focus, deliberate downtime
03
Burnout isn't caused by hard work. It's effort decoupled from outcome.
04
Watch for the freeze. Watch the crutches: alcohol, stimulants.
Barn Ventures · Founder Dinner Series · F26
Pacing
Barn Ventures · Founder Dinner Series · F26
Think bigger, start practical
01
Founders often aren't ambitious enough, or are too embarrassed to say the big vision out loud
02
The difference between a project and a startup is the North Star: where is this in 5 to 10 years?
03
It's fine to start with a practical basecamp product. Know where the mountain leads.
04
SF founders say the crazy vision first, then explain how. Local founders often only talk about the how.
Barn Ventures · Founder Dinner Series · F26
Part three
Barn Ventures · Founder Dinner Series · F26
Product and customer focus
01
One person must love it despite all its flaws. Not a family member, and not someone who owes you money.
02
Do they miss it when it's gone?
03
Talk to customers. Understand them deeply. Be direct and personable.
04
Early customers buy you, not the perfect product. They need to trust you'll solve their problem.
Barn Ventures · Founder Dinner Series · F26
Positioning
The how
"We're building a chatbot."
The vision
"We're building the emotional intelligence layer for AI."
The vision carries the emotional impact. The how makes it credible. VCs invest in 10 year visions, not today's features.
Barn Ventures · Founder Dinner Series · F26
Reality check
01
Not everything needs to be VC backed. A profitable $1M to $10M company is perfectly valid.
02
Don't waste time on startup theatre (pitch competitions, hype cycles) if you're building a solid business
03
Default outcome is failure. Accept it and swing for the fences anyway.
04
You have to climb each basecamp.
Barn Ventures · Founder Dinner Series · F26
Remember
01
Build something one person loves.
02
Say the big vision out loud, then climb to the first basecamp.
03
This is a 5 to 10 year run. Look after yourself and your cofounders.
Barn Ventures · Founder Dinner Series · F26
Thank you
Jesse Rodgers
jesse@buildersclub.ca
x.com/jrodgers · linkedin.com/in/jrodgers
519 722 8535
Founder Dinner Series is hosted by Builders Club with Barn Ventures. Thanks to Osler, TD Innovation Partners, and Communitech.
Barn Ventures · Founder Dinner Series · F26