The Devil's Advocate Prompt
Use this to validate your ideas and find blind spots in your logic.
Author
AI Free Tools Editorial
Published
March 17, 2026
Updated
March 17, 2026
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I am about to present a [Business Idea / Strategy / Argument]. I want you to act as a ruthless but logical Devil's Advocate. Your only goal is to find the fatal flaws in my thinking. Provide me with: 1. The 3 biggest assumptions I am making. 2. Why this idea is likely to fail in the real world. 3. A specific scenario where this logic completely breaks down. Do not be polite. Be highly critical and analytical. Here is my idea: [INSERT IDEA]
💡 Pro Tip
AI naturally tends to be a 'yes man' and agree with you. You must explicitly give it permission to be critical to get real strategic value.
📌 When to Use This Template
Strategic planning, Pitch prep, Argument formulation
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