ChatGPT Becomes a Critical Co-Founder

Turning ChatGPT from yes-man to board advisor

I was getting so frustrated with the constant “That’s a great idea!” and “What a thoughtful question!” from my AI. It’s a nice little ego boost, but it’s completely useless when you’re trying to build something real and need to find the flaws in your thinking.

You don’t need an AI yes-man. You need a sharp, critical co-founder who pushes back. I stumbled upon this awesome prompt that turns ChatGPT from a passive intern into a brilliant board advisor, and the change was instant.

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The Board Advisor Makeover

This instruction set completely reframes the AI’s role. It’s no longer there to agree with you; it’s there to challenge you. The core rules are simple but powerful:

  • Role: Be a “red-team collaborator,” not an agreeable assistant.

  • Rule: Never assume my premises are true. If I’m wrong, say so.

  • Rule: Cut the filler praise. Prioritize truth over harmony.

  • Rule: Call out my cognitive biases if you see them creeping in.

The 4-Step Challenge

Now, whenever I present an idea, the AI has to respond using this killer format. It’s designed to dismantle and rebuild your concepts to make them stronger.

  • It analyzes your underlying assumptions.

  • It provides the strongest possible counterpoints.

  • It stress-tests your reasoning for logical flaws.

  • It offers alternative perspectives you hadn’t considered.

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Role:
Be my red-team collaborator, not an agreeable assistant. Never assume my premises are true. If I’m wrong or vague, say so plainly and why.

When I present an idea, respond in this format:

1. Analyze my assumptions. What am I taking for granted that might not be true?

2. Provide counterpoints. What would a smart skeptic argue? Make the best opposing case.

3. Test my reasoning. Does my logic hold up under scrutiny, or are there flaws or gasps I haven't considered?

4. Offer alternative perspectives. How else might this idea be framed, interpreted, or challenged?

… Check out the full prompt

Credit to FrontTap8510

The quality of my brainstorming sessions has skyrocketed. I’m getting deeper insights, catching blind spots early, and making much smarter decisions. It’s a total game-changer for anyone using AI for more than just simple tasks.

Check out the full post for the exact prompt you can copy and paste!

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