Writing

Thoughts on AI, decision-making, and technology

Building Decision-Making Tools for Myself

July 02, 2025

I built a Monte Carlo simulation tool because I was tired of making terrible decisions with my own money. Here's what I learned about uncertainty, assumptions, and asking better questions.

The Debug Transition: When Technical Leaders Must Stop Coding Their Way Out

May 06, 2025

I spent four hours optimizing our repository server last weekend instead of having a difficult investor conversation I'd been avoiding for three weeks. Here's what I learned about the sophisticated ways technical leaders use 'important work' to avoid the work that actually matters.