Technology Executive
Thinking clearly about technology in the age of AI.
Weekly memos on AI, strategy, leadership, and productivity — for the people building the companies that come next.
Latest memo
AI Doesn't Shrink Teams. It Raises the Bar.
When execution gets cheap, judgment gets expensive.
Recent memos
All memos → 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
What I write about
AI 1 memo
Building with AI, leading teams that use it well, and what changes when execution gets cheap.
Technology 1 memo
Systems, architecture, and the craft of building software that lasts.
Strategy 1 memo
Where to point the company — and, just as often, what to refuse.
Leadership 1 memo
Teams, trust, and the slow work of scaling good judgment.
Productivity 2 memos
Doing fewer things, with far more leverage.