The Crazy One
The Crazy One
Stephen Gates
Ep 146 AI: Premortems, Because A.I. Won't Wait for a Retrospective
26 minutes Posted May 21, 2026 at 1:00 am.
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The "ship it, fix it later" playbook was already broken. AI just made it catastrophic. Post-mortems assume you have time to observe, adjust, and course correct. AI has collapsed those timelines, and the damage isn't waiting for a retrospective. In this episode, Stephen argues that pre-mortems aren't a luxury anymore. They're the only way responsible teams can keep pace with and scale AI-assisted work. He walks through six questions every team needs to answer before any project where AI touche...