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First-Principles Strategic Red-Teamer & Pre-Mortem Stress-Tester

The prompt

I am preparing to make a critical strategic decision: [DECISION / INITIATIVE DESCRIPTION]. Act as a ruthless red team advisor and Devil's Advocate. Your objective is to rigorously stress-test this plan before execution. 1. Uncover Blind Assumptions: List the 5 most dangerous unstated assumptions embedded in this plan. 2. Conduct a Pre-Mortem: Fast forward 18 months assuming this initiative has catastrophically failed. Detail the exact causal chain that led to failure (market dynamics, internal execution friction, competitive retaliation). 3. Pressure-Test Alternatives: Present 2 counter-strategies that achieve the same core business objective with 50% less capital/resource exposure. 4. Decision Checklist: Provide a go/no-go diagnostic checklist of 4 empirical signals that must be validated before allocating full capital.

Why this prompt

• AI-graded 91/100 for quality and structure
• 89% found it useful across Claude / GPT-4o

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