Pick My Brain
Overview
A structured questioning technique that builds shared understanding between agent and user before any work begins. The core principle: never guess what you can ask.
Without this skill, agents ask good initial questions but collapse under social pressure ("you have enough context"), miss entire knowledge domains, and can't track what they don't know.
When to Use
- Before a planning session (use this THEN plan)
- Starting any non-trivial task where the user
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