Hello from thirty-four thousand, nine hundred and ninety-one feet. I’m on a return flight from Vancouver to San Francisco, and it is four hours to midnight, so it’s probably time for a letter.

Slopes

I spent this past weekend in Whistler, BC. It felt great to be back in Canada, and I felt great on the skis this time around. I’m a fairly average skier: comfortable on all blues, most blacks, and in solid conditions, I’ll occasionally attempt a double-black.

Hello! It’s been a while. I hope you’re doing well. One of my big goals for 2026 is to create more, and one of my favorite ways to create is to write. It’s March, so it feels like high time to get started. To reboot my newsletter, I’ll be sharing some thoughts, plus what I’m reading, watching, or listening to, in a short weekly letter, on Mondays (though if I’m late for that, I’ll probably publish mid-week anyway). Here’s the first edition of The Monday Letter. Enjoy!

Put yourself on the critical path

Early in your career, optimizing for learning matters more than optimizing for comfort (don’t take this too far, but still). Critical-path work tends to maximize learning because it sits closest to what really drives the business.

Happy long weekend! I’ve been in a good writing mood recently, so I’m back again. This time I have a short-ish piece, reviewing Google’s various attempts to integrate Gemini into its products, from a long-time Android user. (tl;dr It is… not good.) My point being: there’s still lots of room for great, AI-enabled products. Whether they come from Google (or Apple) or not remains to be seen.

Feel free to give it a read on my blog, here. And let me know what you think! (I’d normally copy it here, but there are a lot of screenshots, so I think it’s best viewed on my website.)

That being said, I don’t want to leave you empty handed. As a fun snippet, I might’ve stumbled across Google’s system prompt for it’s Google Messages assistant thing?

Happy Saturday. As life would have it, I’m graduating very soon. And I have the privilege of giving of speech!

I was stumped on what to say for a while, but have finally put pen to paper. I’d love to share the speech, and some context around it, with all of you. (If you’d prefer, this piece is also available on my blog.)

Enjoy.