Memos

What it takes to build, lead, and scale in the age of AI.

A new memo every week. Long enough to be useful, short enough to read before your next meeting.

Jun 27, 2026 AI AI Doesn't Shrink Teams. It Raises the Bar. When execution gets cheap, judgment gets expensive. 4 min Jun 20, 2026 Leadership The Org Chart Is a Cache, and It's Stale The real organization lives in the gaps between the boxes. 4 min Jun 13, 2026 Strategy Why I Kill More Projects Than I Start Every yes is a tax on everything else. 4 min Jun 06, 2026 Technology A CTO's Job Is to Make the Future Cheaper Every architecture decision is a loan against tomorrow. 3 min May 30, 2026 Productivity The Calendar Is the Only Honest Roadmap Your roadmap is a wish; your calendar is the truth. 4 min May 23, 2026 Productivity Your Memory Won't Scale. This System Will. A practitioner's guide to Getting Things Done — the only productivity framework that actually scales. 4 min