Start with Pieces on the Board

LLMs make it possible for one person to prototype several plausible end-to-end designs before a cross-team feasibility conversation starts, turning a blank whiteboard into a concrete comparison of trade-offs.

July 26, 2026 · 7 min · Dan Kleiman

When the Typewriter Was New: Lessons for the AI Wave

Software engineers are told to automate or be automated. But 150 years ago, the typewriter promised the same thing — and real adoption was gradual.

April 11, 2026 · 6 min · Dan Kleiman