A founder told me last week that his chatbot understands him better than most people he works with, and he wasn’t joking. He had been alone in his house for the better part of a year building an app on…
The Internet Doesn’t Have Enough Love In It (And How We Can Fix It Easily)

I’ve been thinking about all the wrong things when it comes to AI writing code. Everyone else seems to be too. Job displacement. Security vulnerabilities. The ten-times-faster developer who now bills the same and delivers four times as much. These…
Image generation comparison from February 2026

I spend a lot of time generating images these days for presentations. My typical workflow is fairly scientific: I ask Midjourney to produce a relatively cute image of a frog, a toad, a robot, or some other vaguely anthropomorphic creature…
Things I Wish I Knew Before Selling My Company

…or, how to survive due diligence without screaming into a pillow (too often) On January 1st, 2026, Sourcetoad was acquired by Thompson Holdings. That part’s public now, and I can say, I couldn’t have hoped for a better outcome. We…
I Think I Broke Some Of My Team (A Little) With AI

Last year I read Cal Newport’s really interesting book, Slow Productivity, and walked away with a couple of interesting ideas, and one that I started recommending to my direct reports: the visible backlog. The concept is simple. Let people see…
Running Executive Offsites Without Losing Your Mind (Part 2)

In Part 1, I talked about who comes to our offsites, when we run them, and why a good pickleball court is almost as important as a good agenda. Now let’s get into what actually happens once everyone is in…
