
Human value now and then
Audiences, jobs AI won't replace, and finding our spot in the world
At 27, I quit a high paying job to start a company. I raised millions, took #777 on the Inc. 5000 list, and... failed. Here I unpack ideas, lessons, and the challenge of building durable businesses, cutting through hustle culture and fake certainty.
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Audiences, jobs AI won't replace, and finding our spot in the world

I’m watching a favorite anime with my kids. Obviously had to turn it into a startup analogy.

If you walk into our family home, you’ll see a set of shelves that hold swords and teacups.

Quick update on the future of the How (Not) to Founder newsletter, including a new name and adjusted focus.

The real danger isn’t AI, it’s our impulse to skip the work

Our fintech startup had survived a broke Christmas, launched on a fancy stage, and now had some revenue coming in.

I’m on a triple-decker yacht in the South of France, dressed to fit in while servers offer champagne and caviar. No one knows I'm broke!

This week, a basketball player recently rated the “most overrated” by NBA peers led his 4th-seeded team into the NBA finals and took an improbable game 1 victory from the jaws of defeat.

I was fortunate teaming up with my first co-founder. Here are seven areas (with actual questions to ask) I would dig into before teaming up with a co-founder again.

Trends to watch, and a practical exercise for determining how to ship product efficiently in an AI world