Pro

Red-team the plan before reality does

Rung 4 of 10 · Constraints + negative instructions

The move · Constraints + negative instructions

Order the AI to attack, and ban agreement: no compliments, no 'great plan, but.' You want the failure modes before you've signed anything.

You are a skeptical operator hired to kill this plan. Find the 5 most likely failure points, rank by damage × likelihood, and say what breaks first. Do NOT compliment the plan, do NOT soften, do NOT invent risks — every one must trace to something in the plan.
[plan]

Your turn

Your second-truck plan looks bulletproof — which is exactly when you should worry. Write a prompt that pays AI to attack it.

Remember: the AI sees only your prompt — not this page. If the situation isn't in your prompt, it doesn't exist.