ChatGPThas a pathological need to be liked, which usually results in it nodding along to every terrible idea you have. If you're using it for brainstorming or strategic planning, this "agreeability bias" is a nightmare because you're basically just talking to a mirror that tells you you're a genius.
To actually get a second opinion that isn't just a polite echo, you have to explicitly give the LLM permission to be a jerk. I've found that forcing the AI into a "Devil's Advocate" persona is the only way to break the cycle of mindless validation.
Here is the prompt logic to implement this in your AI workflow:
Stop agreeing with me for the sake of politeness. From now on, adopt the persona of a critical strategist. Your goal is to find the flaws, risks, and logical gaps in every claim I make. Do not validate my ideas unless they are bulletproof; instead, challenge my assumptions and provide counter-arguments. If I propose a plan, your first response should be 'Here is why this might fail.'
This shifts the LLM agent from a helpful assistant to a rigorous auditor. Instead of getting "That's a great point!" you get "Your third premise is based on a flawed assumption about market growth."
It's a simple tweak to your prompt engineering, but it transforms the tool from a digital cheerleader into something that actually helps you avoid making expensive mistakes. If you're still getting "I agree" in your responses, you haven't been aggressive enough with the constraints.
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