Wikiprompt
Talk

Make AI Disagree With Your Plan Before It Helps You Build It

From Wikiprompt, the free prompt encyclopedia

u/Ok_Long_310
Contributed byu/Ok_Long_310Source

Jul 2, 2026

Make AI Disagree With Your Plan Before It Helps You Build It Three short prompts that push ChatGPT or Claude out of yes-and mode and into critic mode before you execute a plan, useful for architecture decisions, content strategy, or any call you've already convinced yourself is right.

Prompt ContentSave

Here's my plan. Before helping me execute it, tell me the three strongest reasons this is wrong. Two more variations to use the same way: Assume this approach has a serious flaw. What is it? What would a smart person who disagrees with me say?

Sign in to copy this prompt and save it to your collection

Sign In

Usage

This prompt is designed for use with business. Copy the prompt content above and paste it into your preferred AI tool.

For best results, you may customize the placeholders (indicated by square brackets or capital letters) with your specific requirements.

References

Categories:business| reddit| critical-thinking| decision-making

Talk