premortem

A Claude Code skill that runs a structured premortem on a concrete plan, launch, hire, or decision — finds in 10–15 minutes the holes that would otherwise show up only after the failure.

You ship a product — feels well thought out. Three months later it's dead. And the whole way through, Claude was cheerfully nodding: "yeah, solid plan, good luck!"

That's not a bug in any specific model. It's the default behaviour of all LLMs. Ask "what could go wrong?" and you get hedged, polite, generic risk lists. Ask "is this a good plan?" and the model finds reasons to say yes.

Premortem breaks the pattern. Not "evaluate this plan," but "imagine the plan has already failed — explain how it died." The model switches into narrative mode and produces concrete, creative, honest causes instead of hedging.