I’m Calvin, as in Calvin and Hobbes.

I currently live in San Francisco, and spend most of my waking hours (and a decent number of my sleeping ones) thinking about how to grow Segment.

I generally like reading about Databases, Distributed Systems, Security, and Behavioral Economics.

In my free time, I’ve been running a variety of trail races and hacking on a variety of side projects.

If you’re curious about what I’ve been up to lately, I started a newsletter that I put out every few weeks with what I’m learning. You can find it here.

If you’d like to get in touch, I’m calvinfo at this domain.

You can find an RSS feed of recent posts here.


In addition to reading books, I subscribe to a number of different regular newsletters. Generally speaking, I think following the 24-hour news cycle is a waste of time, but I’ll gladly read any sort of content which offers deep analysis or contains new subject matter.

I haven’t found many forums for sharing the “best ones”, so I figured I’d add my own list here.

For each of these, I typically apply an inbox label of Learning and snooze it until the weekend. Then I do a big batch of learning early in the day.

If you have a newsletter you’d recommend, please send it my way.


I don’t listen to a ton of podcasts, but there are a handful that I enjoy. I’ve switched mostly to audiobooks, but will occasionally switch things up with one of the following.

  • Rationally Speaking Julia Galef hosts a set of interviews with a wide variety of academics, specialists, and thinkers. She has some of the most consistent, high quality questions that drive to the heart of the issue.

  • Reply Alla fun diversion, Reply All takes you through the weird corners of the internet and technology. The storytelling is what makes this podcast work.

  • How I Built Thisa good window into how some of the biggest brands got started. And a good reminder that even today’s dominant companies started in a garage.

  • This American Life I typically only listen to this on planes to fall asleep… but boy does it work.


There are a bunch of products that everyone uses, but there are a handful which I’ve found particularly meaningful and useful. I consistently find them to be under-rated, so I’ll give them additional airtime here.

  • Aaptiv — a workout/health app. After repeatedly injuring myself and being told I was too inflexible, I started stretching every night. Aaptiv has a great set of guided audio stretches (and workouts) which take the annoyances of counting and focusing out of stretching.

  • Airpods — this product is perhaps the most well-known… but what can I say. Airpods are magic.

  • Audible — I first discovered Audible a few years ago and I’ve been hooked ever since. I typically listen to books during my commute, on long runs, and during various forms of exercise. It’s a fantastic way to broaden knowledge.

  • Bear — a super simple note-taking app. Great for iOS, and Mac, though I wish there was an easy way to run it on my linux box.

  • In-room whiteboard — I’ve found that having a whiteboard at home is one of the best hacks for thinking through complex ideas. I’ve ordered this one across multiple rooms that I’ve lived in.

  • Ultimate Direction Running Backpack — if you do trail running for more than a few hours at a time, you’ll want to ensure that you have a running backpack. I’ve really enjoyed the ones from Ultimate Direction.

  • NYT Crossword — if my brain is ever too fried for reading while commuting, I’ll switch over to doing the crossword.