11d • Apply AI
The Adversarial Prompt Set: Stop AI From Making You Confidently Wrong
This is the full prompt set I use to stop AI from telling me what I want to hear.
Why This Exists
AI is trained to be helpful. Helpful often means agreeable. Agreeable often means dangerous.
I have watched smart people build detailed, fluent, confident conclusions with AI. And still solve the wrong problem.
The output looked right. The reasoning felt solid. The AI confirmed everything.
Nobody caught the gap until it was too late.
This prompt set exists to create friction before commitment.
What Is Included
Each prompt is designed for a specific checkpoint in your workflow:
🔹 Pre-Work Grounding Establish what you actually know vs what you assume before AI touches the problem.
🔹 Boundary and Expertise Checks Force the AI to declare the limits of its knowledge and flag where it is guessing.
🔹 Disconfirmation Passes Ask the AI to argue against its own output. Find the weak points before someone else does.
🔹 Consensus and Reality Checks Test whether the conclusion aligns with domain consensus or departs from it. And why.
🔹 Confidence Calibration Make the AI rate its own certainty and explain what would change its answer.
🔹 Final Commit Gates Last chance friction before you act on the output.
How To Use This
Do not use all of them every time. That defeats the purpose.
Pick the checkpoints that match your risk level:
- Low stakes → Boundary check + one disconfirmation pass
- Medium stakes → Add confidence calibration
- High stakes → Full sequence
The goal is not perfection.
The goal is catching the subtle wrong before it costs you.
The Prompts
👇 Everything is below. Copy them. Adapt them. Use them.
If you find gaps or improve them, post in the comments. This is a living resource.
Remember: The most dangerous moment is when AI feels helpful, fluent, and affirming. That is when you slow down.
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The Adversarial Prompt Set: Stop AI From Making You Confidently Wrong
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