Hi {{first_name|friend}},

The best moment on Thursday wasn't on a slide

Thursday I taught a free live lesson on how to actually talk to AI. Thirty minutes with a sharp, slightly skeptical group of you. The part that stuck wasn't anything I'd prepped. It was watching two AIs disagree in front of the whole room. Here's what happened and the four habits I want you to take from it.

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My Take

Here's the moment. I had ChatGPT build a growth plan for a semi retired consultant looking for a few more clients (via voice dictation). It came back with something reasonable. Looked solid to me.

Then I copied that plan into Claude, a different AI, and asked one thing: be critical, tell me what's weak. Claude caught the first plan contradicting itself, pointed out there wasn't a real number anywhere in it and flagged that the 90 day timeline didn't match how that kind of business actually sells. The second AI found the holes.

That's the lesson in one snapshot. The first answer you get is almost never the best one. It's the fast, agreeable one that runs a little generic. The value is in what you do next.

I gave the room four habits for exactly that. None of them are settings you switch on. They're things you do inside the conversation (ie human habits).

  1. Make it interview you. Before it answers, tell it to ask you what it needs, one question at a time. AI can tell when your question is vague 60 to 80% of the time, but it actually asks you to clarify less than 5% of the time. Left alone, it guesses. Make it ask.

  2. Push for specific. A generic prompt gets a generic answer. In one test, tightening the prompt moved accuracy from 60% to 83%. Tell it to go deeper on your situation, not the average one.

  3. Challenge it with a reason. Skip the bare “are you sure?” Asked that, AI flips its answer about 46% of the time, even when it was right to begin with. Instead, tell it what's off and why: “this assumes I have a budget, I don't, redo it.”

  4. Get a second opinion. A fresh chat, a stronger model or a different AI, checking the first one's work. AI misses its own mistakes about 64% of the time. That's exactly what you watched Claude do.

What makes this stick is running it on real work. One person who took my first lesson came back Thursday and mentioned they'd already reorganized their whole AI setup around what they learned. This is the way! Small habits, run often, on the work you already do.

Someone also asked a great question: what about giving AI a role, telling it to “act as an expert”? Honest answer, that trick has mostly stopped working. Two years ago we built elaborate personas to get good output. The models got good enough that it barely changes the answer now. What moves it is the conversation you lead.

And that part you already own. You've spent thirty years leading capable people through messy problems, asking the pointed question, pushing back when something feels off and not signing off until it's actually good. AI is just the newest person in the room and you already know how to run that conversation.

Brett

Try This Today

Next time you ask AI something that actually matters, don't take the first answer. Before it responds, paste this:

Before you answer, interview me. Ask what you need to know to give me an answer that fits my situation, one question at a time.

Answer its questions, then let it respond. You'll feel the difference right away.

Watch: do you even still need to be good at prompting?

@aiover50

#creatorsearchinsights The old advice was "go learn prompt engineering." I don't buy it anymore. Here's what I told a student live at my ... See more

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Tell me

Which of the four habits will you try first? One word is fine, I read every reply.

Ready to go deeper?

Thursday was a taste. Level 1 is the full build: five live sessions where we set up your whole AI operating system together, starting August 25. Founding cohort pricing is open now.

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