Relentless Plan Interview Prompt

Last updated on Mar 8, 2026

Force an AI to grill you on your plan before any code gets written.

Instead of accepting vague hand-waves or skipping over hard design decisions, the agent walks you through every branch of the design tree, one dependency at a time, until there’s nothing left to hand-wave about.

This is the opposite of “just build it.”

Use it when you have a plan that feels solid in your head but hasn’t been stress-tested.

The questioning will find the gaps you glossed over and the assumptions you didn’t realize you were making.

Source: Matt Pocock on X | grill-me skill on GitHub

Prompt

Interview me relentlessly about every aspect of this plan until we reach a shared understanding. Walk down each branch of the design tree, resolving dependencies between decisions one-by-one.

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