5 questions to pressure-test AI answers before you publish anything

This is a 🏴‍☠️ Founding Members–Only 🏴‍☠️ post. Founding subscribers get access to the Pirate Eddie Bot to ask category design questions, weekly actionable insights, and the entire library with 28+ audiobooks, 200+ mini-books, and more. See the Founders Deck here.

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Dear Friend, Subscriber, and Category Pirate,

What happens when 3 large language models and 2 grumpy pirates walk into a bar?

They don’t order rum.

They don’t argue about who’s paying.

They ask the question that unlocks exponential outcomes: “What is my superpower?”

• Not “what am I good at?”

• Not “what do I enjoy doing?”

• Not even “what’s my passion?”

Because your Superpower isn’t about you at all.

It’s not the thing you like most. It’s not the bullet point on your résumé you brag about. And it sure as hell isn’t the generic “strengths” some HR donkey circled on a personality test.

Your superpower is external. It’s the exponential outcome you deliver for others—the thing you can do reliably, repeatably, and at a level others can’t.

It’s the problem only you see clearly.

It’s the radical outcomes you’ve delivered that made others stop and say, “No one else could’ve done this.”

It’s the reason people seek you out—the question they can’t stop asking you, the advice they always want from you.

That’s the difference between being good and being legendary.

When you uncover and name your superpower, you’re not just self-aware. You’re building the raw material for your Category of One.

Because every legendary category—whether it’s Apple, Airbnb, or Amazon—was born from someone’s ability to take a personal superpower and design exponential value around it.

99% of people will go their whole lives never naming their real superpower.

They used the wrong lens, the wrong questions, and the wrong tools.

They confuse “skills” with “superpowers.” They confuse “what I like” with “what I do that changes others.” And that’s why they stay in The Better Trap, competing for scraps.

And if you’re wondering, “Okay, but how do I know what my superpower is?”. It’s the question we get asked more than any other.

This isn’t information you can get from a generic AI prompt.

When you ask ChatGPT “What’s my superpower?”, it will spit out bland lists.

• You’re a problem-solver.

• You’re creative.

• You’re resilient.

Nice. But not legendary.

So, now, we have two AI agents to help.

Ask the Pirate Eddie Bot, included in our Founding Membership, and it pushes you past the obvious.

It interrogates your outcomes, your swagger, the problems you’re obsessed with—and forces you to sharpen the one thing that makes you different.

Work with Libby, our Category Design Academy AI, and she won’t let you off the hook until you surface the exponential outcome that makes you irreplaceable.

Generic AI is a parrot. Pirate Eddie Bot and Libby are co-conspirators.

One repeats what everyone already knows. The other helps you uncover what only you can do.

What we tested in this experiment—and what you’ll see in the video—is that when trained properly, AI can actually help pressure-test your answers, surface the hidden tells, and push you toward the external, exponential truth.

Uncovering your superpower is only half the battle.

The other half? Knowing when it’s sharp enough to press publish.

Because a superpower that only lives in your head doesn’t change anything. It has to be pressure-tested, refined, and delivered in a way that others can feel, repeat, and rally around.

And that’s especially critical right now—because AI is flooding the world with generic, obvious answers.

Everyone is shipping the same thing, at the same time, without stopping to reject the premise.

Most people don’t fail from lack of ideas. They fail because they launch half-baked ones—POVs, products, and strategies that never do their superpower justice.

That’s why Christopher has a brutal, repeatable system for this. Before he publishes anything, he runs it through the same handful of questions.

5 Questions to Pressure-Test Your Superpower Before You Launch Anything

AI makes it dangerously easy to push out something that looks polished but is actually generic.

If you settle for “good enough,” your superpower never makes the leap from internal idea to external impact. The goal isn’t polished. The goal is legendary.