Friday was my last day at Stripe. It’s been an intense, exhilarating two and a half years, and I’m grateful to Patrick Collison and John Collison for the opportunity to play a part in the Stripe story. …

Not much to say for this year. Overall, I didn’t fall in love with anything (but I also didn’t listen to as much as I’d have liked to either). 1. Phoebe Bridgers — Punisher Came to this late, but it’s fantastic. 2. Taylor Swift — Folklore Thank god the Reputation…

★★★★★ Insightful, honest, and funny I’m not a fan of Stephen King’s books. I believe the last King book I read was Christine in the mid-90s, and I still shudder to think about it. It’s just not my genre. …

It struck me that I’ve never really read any books specifically about product management, but I get asked for recommendations pretty frequently. So I figured I’d rectify that, and picked a few books that show up commonly on lists of books for PMs: The Lean Startup by Eric Ries, Inspired…

Having led goal-setting processes with teams of 1 to 500 people, at all stages of product maturity, I find I get more or less the same questions, and the same pushback, every time. This is my answer to those questions. While you can easily find lots of tactical advice online…

★★★★★ A vivid retelling of the birth of modern computing The Dream Machine traces the birth of modern computing, primarily focusing on the 1940s through the 1970s, but reaching back all the way to the 1920s and looking forward into the 1990s. (It was written in the late 90s.) It’s…

Like 2019 and 2018, rather than define a set of resolutions, I’m using the OKR framework and publishing my goals as a commitment mechanism. (Posting was a bit delayed this year due to uncertainty on the work front.) As always, these are meant to be priorities, not a comprehensive list…

★★★★★ A monumental work. Sheer brilliance. As the book that created the field of modern economics, the Wealth of Nations is generally regarded as one of the most influential books ever written. It’s for that reason that it’s been on my bucket list for a while now, but I was…

Better late than never. 1. Vampire Weekend — Father of the Bride For some reason, I can never listen to Vampire Weekend without picturing Connecticut prep schools. But the music is undeniable. Just timeless, Beatles-esque pop sensibilities. Frustratingly, as on Modern Vampires of the City, the production is occasionally spot on…