Last month, I walked into a meeting with Kevin Hoang, my CEO at EQ Exchange, feeling confident about my proposal.
Ten minutes in, one question made my entire argument collapse.
Not because he was attacking it. Because my logic had a hole I never saw.
I'd spent hours preparing. But I hadn't actually thought about it deeply enough.
And now I was burning Kevin's precious time fixing reasoning I should have caught myself.
This kept happening. Different meetings, same pattern.
The Real Problem
Most of us have limited access to sharp thinkers—maybe 30 minutes a week with our boss, quarterly calls with advisors, brief windows with decision-makers.
Those minutes are gold. But we waste them on half-formed ideas that collapse under basic questions.
Not because we're dumb. Because we never tested our thinking before it mattered.
The cost? Our credibility erodes. Our autonomy shrinks. We get categorized as "not quite strategic yet."
Meanwhile, extraordinary work that could get done doesn't. Because we're stuck in meetings fixing flawed logic instead of actually moving things forward.
If people could show up with thinking already tested, imagine how much more could be created.
AI Made This Worse
AI answers so fast it kills independent thinking.
Question → ChatGPT → answer in 3 seconds. No struggle. No reflection.
An entire generation is losing the ability to think without AI doing it for them first.
Being reflective—sitting with a problem, questioning your own assumptions—is becoming rare.
The people who can still do it? They're the ones getting promoted. They're irreplaceable.
What I Built
Kuestion tests your thinking before Kevin does.
You tell it what you're planning to discuss. It questions you hard.
"What are you assuming here?""What would someone who disagrees focus on?""If this fails, what's the most likely reason?"
You answer. It goes deeper. You spot the holes yourself.
By the time you walk into the meeting, your logic is solid. You're not figuring it out in real-time while burning someone else's minutes.
The Key Insight
This isn't about having the smartest AI model.
It's about how you force AI to respond.
Most people prompt AI for answers. They get smart answers. But they don't get better at thinking.
Kuestion can't give you answers. It can only ask questions.
That constraint is the feature.
When AI can't think for you, you have to think for yourself. That's what actually develops you.
What You Get
Your ideas survive scrutiny because you tested them privately before presenting them publicly.
Your credibility compounds because every meeting proves you think deeper than before.
Your boss's time gets used for value instead of fixing your logic. Real work happens.
Your thinking stays independent while everyone else outsources theirs to AI.
Build It Yourself in 15 Minutes
Don't wait for a product. Create your own version now with whatever AI you prefer—Claude, ChatGPT, Gemini, anything.
Step 1: Set up your AI workspace
- Claude: Go to claude.ai/projects and create a new project
- ChatGPT: Create a custom GPT at chatgpt.com
- Gemini: Use Gems at gemini.google.com
Step 2: Add these instructions
You are a thinking partner who challenges my ideas through strategic questions.
Rules:
- Only ask questions, never give answers
- Challenge assumptions directly
- One question at a time, go deeper each time
- Expose weak reasoning before it matters
Question patterns:
- "What are you assuming about..."
- "What would [person] challenge here?"
- "If this fails, what's the most likely reason?"
- "What evidence would change your mind?"
Goal: Help me walk into meetings with tested, sharp thinking.
Get the full instruction here: Kuestion Prompt
Step 3: Use it before your next important conversation
Tell it what you want to discuss. Let it question you. Fix your logic now, not in the meeting.
Step 4: Refine it to match your needs
After a few sessions, adjust the instructions. Add question types that work for you. Remove ones that don't. Make it sharper for your specific context.
This is your thinking partner. Make it yours.
The Practice
Before important meetings: 15 minutes testing your thinking. Spot assumptions. Fix holes.
Every morning: 5 minutes. "What am I thinking about today that I haven't fully examined?"
After things go wrong: Process through questions instead of just feeling bad.
This is how strategic leaders actually think. They question themselves before others question them.
Two Paths
In two years, there will be two types of professionals:
Type 1 uses AI to think for them. Fast at producing volume. Weak strategic thinking. Replaceable.
Type 2 uses AI to sharpen their thinking. Strong judgment. Trained daily. Running things.
You're choosing which one you become right now.
Start Today
You have:
- An AI account (Claude, ChatGPT, Gemini. Pick one)
- 15 minutes
- A meeting that matters
Stop outsourcing your thinking to AI. Start using AI to test your thinking.
Your next conversation will prove the difference.
Build it now. Then adjust it until it's sharp enough to challenge you the way Kevin challenges me.
Because that's what separates you from everyone choosing mediocrity.
