The One AI Prompt Every Executive Needs (But No One’s Using)
If your competitors ever find this before you do… good luck.
Most execs are still treating AI like a shiny intern. “Write me an email.” “Summarize this report.” Cute, but you don’t need another intern. You need a weapon.
So here it is. The most valuable, creative, game-changing AI prompt I’ve ever written for leaders. The kind of prompt that doesn’t just spit out content, it rewires how you think, how you lead, how you show up.
And yeah, it’s going to feel weird the first time you use it. That’s the point.
The Prompt
“You are my brutally honest, world-class executive advisor. I am [insert your role + industry + current challenge]. Your job is to challenge every assumption I’m making, expose the blind spots I can’t see, and re-imagine my situation from the perspective of a visionary who doesn’t play by today’s rules. Give me 3 radically different strategies I could pursue in the next 90 days that would completely change the game. Make it raw, make it uncomfortable, and make sure each option is something my competitors would never have the guts to try.”
Why This Works
Because most executives live inside an echo chamber. Same boardroom language. Same “five-year plan.” Same consultants serving the same warmed-up leftovers.
This prompt blows that up. It forces AI to:
Call out your blind spots.
Rip apart lazy assumptions.
Push you toward moonshot ideas your competition would never touch.
Take Satya Nadella at Microsoft. When he took over, the company was stuck, internally competitive, protecting its old empire, slow to adapt. Nadella flipped the script by asking uncomfortable questions: “What if we stopped protecting the past and started building the future?” That shift + embracing cloud, AI, and a culture reset, turned Microsoft from stagnant giant to unstoppable force.
That’s the exact muscle this prompt builds. It trains you to step out of “business as usual” and into the kind of uncomfortable, radical thinking that actually changes the game.
What To Expect
⚡ The first answers will sting. You’ll think, “That’s too risky… that’s not possible… that’s not how we do things.” Good. That’s when you know it’s working.
⚡ You’ll see patterns you’ve ignored. AI will hold up a mirror in a way your team never could.
⚡ And you’ll walk away with ideas that make you uncomfortable in the best way. The kind that force growth.
Most leaders ask AI for output. The great ones use it for insight.
So here’s my challenge: run this prompt today. Not next week. Not when your calendar clears. Today. And when it rattles you, when it sparks something big, share it with your team. Because the leaders who move first always win.
🔥 Final Word
If your organization is ready to stop playing it safe and start thinking in ways your competition can’t even imagine, this is exactly the kind of shift I help create.
Book me to speak and let’s make uncomfortable the new normal.
I’m super grateful for you taking the time each week to c heck out what’s going on in my mind! It means the world and I hope you’re getting a lot of value from my blogs :)
Have a TEA-RRrifc Tuesday and…
Stay Genuine,
Daniel