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How To Stop ChatGPT From Always Agreeing
Use these 7 smarter prompts to get honest, and more useful answers
GPT Cheats
July 17, 2025
Typing a question and getting a simple “yes” isn’t how you grow or find real answers.
True progress comes from challenge, not agreement.
By asking smarter, tougher questions, you turn ChatGPT into more than a chatbot,
it becomes a critical thinker, a challenger of ideas, and a strategic partner.
Try these prompts to begin:
1. Play Devil’s Advocate on My Plan
Prompt:
“Take my plan [insert plan details] and argue against it as strongly as possible. Point out flaws, risks, and what could go wrong.”
Why it works:
When you only look for support, you miss problems that can cause failure. This prompt forces the AI to find weaknesses you might not see, helping you prepare better and avoid costly mistakes.
2. Uncover Hidden Assumptions
Prompt:
“List 5 key assumptions behind this idea [insert idea]. For each, explain what could go wrong if it’s false and how I might spot it early.”
Why it works:
Most plans rely on things we take for granted. Spotting these hidden beliefs helps you understand where your plan might break and gives you a chance to fix it early.
3. Act as a Skeptical Expert
Prompt:
“Pretend you are a critical expert reviewing my argument [insert argument]. What doubts or questions would you raise?”
Why it works:
Hearing from someone who doubts your ideas forces you to think more clearly and find stronger evidence. It’s like having a tough mentor who wants you to improve.
4. Imagine the Opposite is True
Prompt:
“If the opposite of this claim [insert claim] were true, what would that mean? How would it change things?”
Why it works:
Thinking about the opposite shakes up your assumptions and helps you discover new possibilities or risks you didn’t notice before. It expands your perspective beyond your usual view.
5. Give Me the Brutal Truth
Prompt:
“Be completely honest and tell me the hardest truths about my current situation [insert details]. No sugarcoating.”
Why it works:
We often avoid facing harsh realities. Asking directly for the truth cuts through politeness or fluff, helping you see what you really need to improve or change.
6. Identify Cognitive Biases in This Statement
Prompt:
“Analyze this statement [insert statement] and explain any hidden biases or ways it might distort my thinking.”
Why it works:
Biases cloud judgment and lead to poor decisions. This prompt helps you recognize when your mind might be tricking you so you can think more clearly and objectively.
7. Challenge My Growth Strategy
Prompt:
“You are a contrarian business advisor who disagrees with popular opinion. Critique my growth strategy [insert strategy] and suggest alternatives that others might overlook.”
Why it works:
Most advice follows common trends, which can cause blind spots. A contrarian view helps you uncover hidden opportunities or threats that mainstream thinking misses, giving you an edge.
Don’t settle for easy answers. Use these prompts to get real, honest feedback from ChatGPT, the kind that challenges you and helps you grow.
P.S. If you haven’t downloaded my 100 Free AI Tools Pack yet, grab it here
P.P.S. If you want to stay updated with my best exclusive AI prompts, reply with “YES”
Catch you next issue,
Founder, GPTCheats