Brie, author of the profile here. Funny you mention Art of Doing Science and Engineering. There was a footnote to You and Your Research in an early draft but it hit the cutting room floor in edits. (Also, I helped get Stripe Press off the ground–including tracking down rights to Art of Doing Science and Engineering–so it warms my heart to hear that's how you first came to the essay/speech).
When I met you at Stripe you seemed to me the person with strategic foresight and iron discipline— the kind that gets endless opportunities without even trying. I was hopelessly floundering by comparison, and not in a good Kevin Kelly way. I don’t know if people will think of you in 300 years (the day is young!) but you were definitely a role model for what discipline and great execution look like.
You describe a way of living that is probably much more common than the ramen scurvy CEO lifestyle, but it doesn't get written about because people want to read about financial success and winning at zero sum games.
The typical "success" archetype is often at the peak of some hierarchy (e.g. CEO) where the vast majority in the game literally cannot occupy the top positions. So in those situations most participants are losers. Sounds like you found a way to quietly opt out of that framing of success e.g. in your time at Stripe.
Thank you for normalizing shiny object syndrome floundering!
I always wondered why Stripe Press was a thing. Why was a financial services company publishing books about the lives of great engineers? I'm very happy you did though, the books themselves are a great read, not to mention they are very beautiful. I really liked "The Dream Machine" in particular
Why did you want to start Stripe Press in the first place? How did you get the support to do it?
