long-read articles

Last Thursday I was reviewing a pull-request for a 200-line Swift UI tweak in the morning and helping untangle a […]

August 1st 2012, 9:30 a.m. on the NYSE open. Knight Capital flips the switch on a new release—and instantly starts […]

I’d rank database migrations right next to dentist appointments and moving apartments on the “things engineers postpone until absolutely necessary” […]

Quick disclaimer: I’m still figuring this stuff out like everyone else. If something here feels off, poke holes in it—I […]

I have an irrational love for documentation. Give me a quiet hour, a mug of half-cold espresso, and a blank […]

I once lost half a Sunday to a single question: “How long would it take us to build a mobile […]

This piece belongs to the ongoing Founders Guide. I’m scribbling down everything I wish I’d had on my desk during […]

Part of the ongoing Founders Guide. I jot these notes down while the memories are still fresh, so you’re getting […]

This piece belongs to the ongoing Founders Guide—a collection of notes I’m assembling for first-year founders while the memories of […]

I still remember the first morning I woke up to an email from Stripe saying we’d crossed four figures in […]

This piece belongs to my ongoing Founders Guide. I’m jotting these notes while the memories of our first-year battles are […]

I still have the calendar invite from the day we pushed our very first MVP live — 03:47 AM, too […]

This piece is part of the Technical Manager Guide. Think of it as field notes from someone who’s broken more […]

This piece belongs to the Technical Manager Guide I’m slowly publishing for leads who want to scale without turning into […]

Tuesday’s stand-up started with the same sentence from two different teams — “The build suddenly takes fifteen minutes, what changed?” […]

🚀 Founders Guide 2022 📚 Q&A for Startup Founders 📰 Previous Newsletter Issues 🛠️ How to be a better technical […]

The first intern I ever coached arrived with an almost comical amount of enthusiasm. I had no onboarding checklist back […]

Update 2021: I first drafted this piece back in 2018, roughly eighteen months after I took over engineering at a […]