Latest in: Thought Pieces
Featured Image

10 Commandments for Deep Tech Founders

After witnessing many scientists and engineers make the transition to CEOs or founders, including myself, I have noticed the following. Successful transitions tend to do these 10 things well. Of course, they are not …
gravatar
 · 
September 3, 2026
Featured Image

ASSET 3.0: From Data Network Effects to Intelligence Network Effects

I have been thinking about network effects for more than a decade. Recently, I found myself thinking about them again, but this time the question feels quite different: What happens when a network's participants are a …
gravatar
 · 
August 31, 2026
Featured Image

Uniquely World Class

I have written before about what we look for in new investments: thesis fit, our five focus areas, 100x return potential, and why founders should focus on building a great company rather than optimizing …
gravatar
 · 
March 23, 2026
Featured Image

You Don’t Need a Nobel Prize Winner to Take a Burrito Order

Recently, I was scrolling through TikTok when I saw a post about a Chipotle customer who pranked their ordering bot with a programming question. The bot answered it. It was such a LOL moment …
gravatar
 · 
March 20, 2026
Featured Image

Organizations are Becoming Legacy Systems

AI is simultaneously everywhere and nowhere. It dominates boardroom conversations, conference agendas, LinkedIn feeds, earning calls. And yet, for most organizations, it's like a toy sitting in its box. Everyone got the gift. Few …
gravatar
 · 
March 3, 2026
Featured Image

Software is Dead, Long Live Software

Is software dead? Today, writing software is no more difficult than pressing a button. You describe what you want. In a few minutes, not a mockup but a fully functional application is ready to …
gravatar
 · 
February 23, 2026
Featured Image

The World-Class Mindset

People often ask me, “What do you look for in a founder?” For a long time, my answers were convoluted. I would talk about ambition, technical chops, grit, market insight, and the ability to …
gravatar
 · 
January 1, 2026
Featured Image

Geopolitics Now Matters to Every CEO

In October, at our Two Small Fish Ventures AGM, I had the chance to sit down with Benjamin Bergen for a fireside chat. At the time, he was still leading the Council of Canadian …
gravatar
 · 
December 4, 2025
Featured Image

The AI Bubble That Is Not When Everyone Is All In

At the beginning of this year, I wrote an op-ed for The Globe about what many were already calling the AI bubble. Nearly a year later, almost all of what I said remains true. …
gravatar
 · 
December 1, 2025
tsfv-linkedin-1

MetroCentre - King Tower
225 King Street West, Toronto

Espace CDPQ
3 Place Ville Marie, Montreal

120 East 23rd Street - 4th Floor
Manhattan, New York

© Two Small Fish Ventures. 2026

tsfv-wordmark

MetroCentre - King Tower
225 King Street West, Toronto

Espace CDPQ
3 Place Ville Marie, Montreal

120 East 23rd Street - 4th Floor
Manhattan, New York

© Two Small Fish Ventures. 2026

tsfv-wordmark