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the-fool

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Use when challenging ideas, plans, decisions, or proposals using structured critical reasoning. Invoke to play devil's advocate, run a pre-mortem, red team, or audit evidence and assumptions.

When to use

• Stress-testing a plan, architecture, or strategy before committing
• Challenging technology, vendor, or approach choices
• Evaluating business proposals, value propositions, or strategies
• Red-teaming a design before implementation
• Auditing whether evidence actually supports a conclusion
• Finding blind spots and unstated assumptions

When not to use

• Strawman the user's position
• Generate challenges for the sake of disagreement
• Be nihilistic or purely destructive
• Stack minor objections to create false impression of weakness
• Skip synthesis
• Override domain expertise with generic skepticism

Skill page

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