Long form, written slowly.
I publish 4–6 essays a year. They tend to be 2,000–4,000 words; I edit obsessively. Subscribe at the bottom of the page if you’d like new ones in your inbox.
Recent essays
On making decisions you can’t reverse
April 2025 · 11 min · The asymmetry between reversible and irreversible decisions, and why we treat them the same way too often.
Read essay→Design systems that survive their authors
March 2025 · 14 min · How a system gets calcified the moment its original maintainer leaves — and what to do about it.
Read essay→What I learned shipping at three companies
February 2025 · 18 min · Stripe, Linear, Aurora. What stayed constant. What didn’t. What I changed my mind on.
Read essay→Opinionated, not prescriptive
January 2025 · 9 min · The difference between a system that has opinions and a system that bosses you around.
Read essay→Why technical buyers ignore your marketing site
December 2024 · 12 min · The mismatch between B2B SaaS landing pages and the people they’re ostensibly written for.
Read essay→The economics of a small media business
November 2024 · 16 min · Two years running Letterpress — the numbers, the constraints, the surprises.
Read essay→Older but still good
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