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Found 2 Skills
Use when testing plans or decisions for blind spots, need adversarial review before launch, validating strategy against worst-case scenarios, building consensus through structured debate, identifying attack vectors or vulnerabilities, user mentions "play devil's advocate", "what could go wrong", "challenge our assumptions", "stress test this", "red team", or when groupthink or confirmation bias may be hiding risks.
Force critical evaluation of proposals, requirements, or decisions by analyzing from multiple adversarial perspectives. Triggers on: accepting a proposal without pushback, 'sounds good', 'let's go with', design decisions with unstated tradeoffs, unchallenged assumptions, premature consensus. Invoke with /challenge-that.