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AI AI: Prompting

The Price of the Barstool

Some genius out in California — one of the AI guys, the smart ones, always the smart ones — says the trick to getting a machine to understand you is to stop typing and start talking. Ramble for ten minutes, he says. Total mess. Say whatever’s in your head, contradict yourself, circle back, don’t clean it up. The machine, he says, is better at finding what you meant than you are.

I could’ve told him that thirty years ago for the price of a cup of coffee, except I would’ve told him to go find a bartender.

Every good bartender in this city has been doing this since before anybody could spell computer. You sit down, you’re a mess, you talk for twenty minutes about your ex-wife and your kid’s tuition and the guy at work who’s getting the promotion you should’ve gotten, and it comes out in no particular order, and somewhere in the fourth minute you say the one true thing — I think I’m afraid I already peaked — and the bartender doesn’t say a word, just wipes the bar down in front of you, and by the time you leave you know something about yourself you didn’t know when you walked in. Nobody paid Sam a nickel for that. Nobody gave him a paper to publish.

Now they’ve built a machine that does the same trick and they’re calling it a pattern. They put it in a paper. Somebody in Palo Alto’s going to raise money on it.

Here’s what I’ll say for the guy — he’s right, and being right is rarer than people think in that business. The mess is where the truth lives. Nobody ever said something true the first time they tried to say it cleanly. You clean it up too fast, you’ve written a memo. You let it run messy, you’ve said something.

But I’ll tell you what he won’t put in the paper, because it doesn’t fit on a slide. The machine will hand you back a cleaner version of your ten minutes, and it’ll sound better than what you said, and half the time it’ll be missing the one part that was actually true, because the true part usually comes out sounding wrong the first time. That’s the part a bartender knows and a machine doesn’t. Sam wouldn’t have cleaned up your sentence. He’d have just remembered you said it, and brought you another one, and let you sit there with it.

They’ll charge you a subscription for the part where it listens. The part where somebody sits with what you actually said — that’s still free, if you can find the right stool.

Categories
AI Thinking Tools

Outsourcing Thinking but not Understanding

There’s a line mentioned in a recent discussion by Andrej Karpathy that I keep turning over: You can outsource your thinking but you can’t outsource your understanding.

It sounds like a warning. Maybe it is. But the more I sit with it, the more it feels like something older — a distinction philosophers have been trying to draw for centuries, suddenly made urgent by the fact that we now have a tool that makes outsourcing thinking almost frictionless.

Here’s what I notice when I use AI well: I get the answer, and I feel satisfied. There’s a small dopamine tick. Task closed. But if someone asks me an hour later to explain the reasoning, I often can’t. The thinking happened — somewhere — but not in me. I was a conduit. A confident one, too, which is the dangerous part.

This is different from looking something up. When I Google a fact and paste it into a document, I know I’m borrowing. The seam is visible. But when I ask an AI to reason through a problem with me, the output arrives in first person, in fluent prose that matches my own register, and something in my brain says I worked this out. The seam disappears. That’s new. That’s the thing we don’t yet have good instincts for.

Karpathy’s deeper point is about construction. He’s a builder by temperament — his mantra, which he traces to Feynman, is that if you can’t build it, you don’t understand it. What you can’t yet construct, you merely think you understand. There are always micro-gaps in your knowledge, invisible until you try to arrange the pieces yourself and find they don’t quite fit. The AI doesn’t change that equation. It just makes it easier to mistake the map for the territory — and to feel strangely proud of a map you didn’t draw.

Hesse understood this, in a different century and a different idiom. In Siddhartha, the young seeker travels to meet the Buddha himself — the most perfectly articulated wisdom in the world, delivered by the man who actually found it. Siddhartha listens, acknowledges that the teaching is flawless, internally consistent, the most complete account of liberation ever assembled. And then walks away. Not from arrogance, but from recognition: even the Illustrious One cannot hand you his liberation. The path was his. He walked it. That walking is not transferable, no matter how perfect the description of the destination. Received knowledge, however exquisite, is not the same as earned knowledge. The gap between them is exactly the size of your own unlived experience.

That’s the same argument, made across two and a half millennia. Feynman says you have to build it. Hesse says you have to live it. Karpathy says the AI can do neither for you.

He’s also made a related observation about educational video — that a lot of content on YouTube gives the appearance of learning but is really just entertainment, convenient for everyone involved. Nobody has to do the hard part. AI-assisted thinking has the same shape, just more intimate. You’re not passively watching — you’re actively typing, prompting, engaging. It feels like cognition. But engagement isn’t understanding. Typing a question is not the same as wrestling with it.

I don’t think the answer is to use AI less. That’s not Karpathy’s argument either — he’s spent the last year building a school premised on AI tutors expanding what people can learn. The lesson is about custody. When I hand a problem to an AI, I need to stay in the loop as a learner, not just as a reviewer. There’s a real difference between asking give me an answer and asking help me build the reasoning. The first outsources thinking. The second — if you insist on it, if you refuse to be a passenger — can still leave the understanding in you, where it belongs.

But insisting is the work. And the work is now easier to skip than it has ever been.

Understanding isn’t a product you receive. It’s a residue — what settles in you after genuine struggle, after the confusion and the dead ends and the small hard-won moments of clarity. Siddhartha couldn’t get it from the Buddha. You can’t get it from the AI. Karpathy’s line is a custody argument: the thinking can travel, but the understanding has to stay home.

What unsettles me is that we’re building tools that make the borrowing invisible — that dress outsourced reasoning in the first person, that let us feel like we’ve understood something we’ve only processed. Siddhartha at least knew he was walking away from the teaching. He felt the gap. We might not even notice ours.