August 21, 2026 · 9 min read
The Dip after Drop Off
A small change in morning routine could become a process for the company
Writing
On building things that matter, technology for social impact, and scaling yourself before scaling headcount.
August 21, 2026 · 9 min read
A small change in morning routine could become a process for the company
August 14, 2026 · 3 min read
It was good to talk about it again.
August 7, 2026 · 4 min read
Twelve years late, I finally sent the update. Then I told the whole story on a podcast.
July 31, 2026 · 6 min read
The medication checker from May grew up. The most important thing I added is a rule about what it can never tell me.
July 24, 2026 · 7 min read
I spent eight days building the thing I've been writing about since March.
July 17, 2026 · 6 min read
The first reply came from 2011.
July 10, 2026 · 6 min read
I sat down to talk myself out of it. The opposite happened.
July 3, 2026 · 7 min read
Nine weeks ago I promised you a sentence. Yesterday I almost threw it away.
June 26, 2026 · 7 min read
Everyone celebrates the breakthrough. Almost nobody remembers the foundation it was standing on.
June 19, 2026 · 6 min read
Access was never the bottleneck. It never is.
June 12, 2026 · 6 min read
Stakeholder variance is the next step in your knowledge gap. Ingestion design will be a much needed skill.
June 5, 2026 · 6 min read
Most AI-in-business stories are replacement stories. We built the opposite. I want to walk through how that actually happened.
May 29, 2026 · 9 min read
Bezos and Cutler did something the nonprofit sector was structurally prevented from doing. Until now.
May 22, 2026 · 8 min read
Coordination got cheap. Knowledge got portable. Together they change what a small team can do.
May 20, 2026 · 5 min read
I'm moving to Fridays. If you're new or catching up, here's every issue so far.
May 13, 2026 · 6 min read
The goal was never fewer people. It was more capacity for the people we have.
May 6, 2026 · 6 min read
I built the same tool twice. Once for vendors. Once for an ER.
April 29, 2026 · 5 min read
Eight weeks of writing showed me the fight underneath every project I'm running.
April 22, 2026 · 6 min read
Every founder has heard "how can I help?" Most of us have the wrong problem.
April 15, 2026 · 6 min read
We spend millions engineering context for machines. We almost never make that investment for people.
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