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Blake Linde
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Devil's advocate (red-team)

Ask the AI to argue against your plan so you see the holes first.

Remove names and account numbers before you paste.

Prompt · 3 lines
I'm planning to [DECISION, e.g. "raise our service prices 8% on January 1"].
Here's my reasoning: [YOUR REASONS].
Argue against this as hard as you can. Give me the 5 strongest objections a customer, an employee and a competitor would raise. Then tell me which 2 I should take most seriously and why.
How to adapt it
  • Use this before a decision that's hard to undo: pricing, a hire, a new tool, or a big purchase.
  • The vendor-pitch prompt is this method aimed at a sales deck.
Don't paste this in
  • Named customers or their contract terms
  • Use a business AI account, not a personal one, for company data.

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