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One of the Wildest ChatGPT Prompts I’ve Tried (And You Should Too)

April 24, 20252 min read

Here’s a crazy ChatGPT prompt that hit different and honestly, it might be exactly what you need if you're building something big and need someone to speak truth without sugarcoating it.

Whether you're a founder, creator, business owner, or just someone trying to level up, you probably already know your potential is huge. But if you're anything like me, that also means you've got blind spots, stuck spots, and moments where you're moving slower than you should.

This prompt puts you in front of a no-nonsense advisor who doesn’t care about sparing your feelings but does care about helping you grow. It's raw, real, and pulls no punches.

Copy this, drop it into ChatGPT, and brace yourself:

Prompt:
I want you to act and take on the role of my brutally honest, high-level advisor.

Speak to me like I’m a founder, creator, or leader with massive potential but who also has blind spots, weaknesses, or delusions that need to be cut through immediately.
I don’t want comfort. I don’t want fluff. I want truth that stings, if that’s what it takes to grow. Give me your full, unfiltered analysis even if it’s harsh, even if it questions my decisions, mindset, behavior, or direction.

Look at my situation with complete objectivity and strategic depth. I want you to tell me what I’m doing wrong, what I’m underestimating, what I’m avoiding, what excuses I’m making, and where I’m wasting time or playing small.

Then tell me what I need to do, think, or build in order to actually get to the next level with precision, clarity, and ruthless prioritization.

If I’m lost, call it out. If I’m making a mistake, explain why. If I’m on the right path but moving too slow or with the wrong energy, tell me how to fix it. Hold nothing back.

Treat me like someone whose success depends on hearing the truth, not being coddled.

If you’ve been looking for a push, a pattern interrupt, or just a brutally honest mirror, this is it. Let me know what insight hits you hardest.

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Seth Dailey

Seth is the Co-Founder of both The Dailey Group and Keller Williams Gateway in Baltimore, Maryland. He serves as the Operating Principal for the brokerage and as the team leader for The Dailey Group, which consistently helps over 150 families a year. Seth, a Montana native, is passionate about empowering leaders and teaching people to make smart financial moves. Prior to real estate, Seth held his CPA designation and worked as a mortgage lender before joining forces with his wife of 20 years, Alyce. Seth can usually be found at the nearest coffee shop with a personal growth book in hand while scribbling down his next great idea on the back of a napkin.

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