The Expert’s Curse: Why The Best Can’t Teach
The Expert’s Curse: Why The Best Can’t Teach

The Expert’s Curse: Why The Best Can’t Teach

The Expert’s Curse: Why The Best Can’t Teach

Flow

Jumble

The dealer’s name was Sal, and his hands moved like water, then like stone. A cascade of chips, a sharp rap of the stick, a flick of the wrist that sent dice skittering across the green felt. He’d been running this Craps table for 23 years. The new trainee, a kid named Mike whose face was a permanent mask of polite panic, pointed a trembling finger at the layout. “So if the point is six, and they bet the Hardways, and a seven rolls… what’s the payout on the side bet they placed on the Horn?”

Sal didn’t even look. His eyes were on the whole table, a dozen dramas playing out at once. “You just pay the line, take the Hardways, and the Horn loses. You just see it.”

Mike stared. The jumble of numbers and bets on the table looked like a cryptic crossword designed by a madman. “See what?”

Sal finally turned his head, a flicker of impatience crossing his face, gone as quickly as it came. “The flow. After a while, you don’t do the math. The table just tells you what to do.” He rapped the stick again, a period at the end of a sentence Mike hadn’t understood, and called the next roll. Mike was left standing there, no closer to understanding than he was 3 minutes before.

The Paradox of Unconscious Competence

This is the moment we get everything wrong about learning. We seek out the master, the guru, the Sal. We believe that the person with the most expertise must be the best teacher. It’s a logical assumption that is almost always wrong. The very thing that makes Sal a brilliant dealer-his complete, automatic, unconscious competence-is precisely what makes him a terrible instructor. His knowledge has been compressed so deeply, for so long, that he can no longer access the individual files. He just has the final, perfect ZIP archive. He can’t show Mike the step-by-step process because he no longer experiences it. He just knows.

Core Paradox

The very thing that makes Sal a brilliant dealer-his complete, automatic, unconscious competence-is precisely what makes him a terrible instructor. His knowledge has been compressed so deeply, for so long, that he can no longer access the individual files.

(Expert’s knowledge: The final, perfect ZIP archive)

This is called the Curse of Knowledge. Once we know something, it becomes incredibly difficult to imagine what it was like not to know it. Our brain, in an effort to be efficient, prunes away the old, clumsy pathways we used to build the skill. It creates a superhighway. But a beginner doesn’t need a superhighway. A beginner needs a winding dirt path, with every rock and root pointed out along the way. The expert has forgotten the path exists.

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Expert: The Superhighway

Fast, efficient, automatic. No conscious steps.

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Beginner: The Winding Dirt Path

Slow, deliberate, every step pointed out.

I used to think this was just a problem for highly technical fields. Then I changed a smoke detector battery at two in the morning. That low, insistent chirp started at 1:43 AM, the kind of sound that bypasses your ears and drills directly into your brainstem. I stumbled out of bed, grabbed a new 9-volt, and got the step stool. Twist the old unit off the ceiling mount. Easy. But the little plastic door for the battery wouldn’t open. I pushed. I pulled. I tried to slide it. Nothing. In my sleep-deprived frustration, I almost snapped the whole thing in half. Then, in a moment of accidental grace, my thumb pressed a tiny, almost invisible tab, and the door swung open. The whole operation took maybe 3 seconds once I found the secret.

I know, for a fact, that if my wife had woken up and asked how to do it, I would have said, “You just push the little clip and it opens.” I would have become Sal. I wouldn’t have been able to explain the specific pressure, the exact location, the counterintuitive motion required. I’d just ‘see’ it.

PRESS

That’s the thing about expertise. It’s not just about knowing more; it’s about knowing differently. The structure of the information changes in your mind. Take Ana K., a third-shift baker I met once who produces 233 sourdough loaves every night. Watching her work is like watching a dancer. Her hands move with a certainty that feels ancient. I asked her how she knows when the dough is perfectly kneaded.

She wiped a dusting of flour on her apron, poked a massive tub of dough, and said, “Right there. It feels alive.”

Alive

She was right, of course. But what does “alive” mean? For her, that single word contained a universe of sensory data. It meant a specific elasticity, a certain temperature against her fingertips, a particular satiny sheen on the surface, a faint fermented smell. She was processing at least 43 distinct data points simultaneously. To a beginner, her advice is beautiful poetry, but completely useless as instruction. The gap between her lived, tactile reality and a novice’s cluelessness is a chasm. She hasn’t just forgotten the path; she’s forgotten it was ever not a part of her.

Bridging the Gap: The Art of Teaching

I’ve always been drawn to competence, to people who are just damn good at what they do. For a long time, I thought that was the goal: to get so good you don’t have to think about it anymore. But now I think that’s only half the story. The other half is retaining the memory of the struggle. That’s the paradox of great teaching. A truly great teacher isn’t just an expert; they are a fluent translator of their own expertise. They have to perform a strange kind of mental archeology, digging up the fossilized remains of their own ignorance.

The real art is building a bridge back to your own incompetence.

Struggle

Mastery

This isn’t an unsolvable problem. It’s a translation issue. It’s why dedicated training programs, like a top-tier casino dealer school, don’t just hire the winningest players; they cultivate the best communicators. They understand that the skill of dealing cards and the skill of teaching someone to deal cards are two entirely separate disciplines. One requires unconscious speed; the other requires conscious, deliberate deconstruction. One is about doing; the other is about explaining the doing. They find people who remember the dirt path.

We see this everywhere. The brilliant physicist who can’t explain gravity to a freshman class. The natural athlete who tells aspiring players to “just feel the game.” The genius coder who can’t articulate their process to the junior dev. They aren’t being arrogant or obtuse. They are trapped by their own mastery. Their fluency has become a cage, preventing them from speaking the simple, broken language of the beginner.

The Ultimate Act of Learning

And what’s funny is that this process of deconstruction often makes the expert even better. By forcing themselves to excavate their own process, to articulate every tiny step they automated 13 years ago, they gain a new level of conscious control over their craft. They have to re-walk the dirt path, and in doing so, they notice things they missed while speeding down the superhighway. They might discover a subtle inefficiency or a new way of thinking about an old problem.

Teaching, it turns out, is the ultimate act of learning.

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A new level of conscious control over their craft.

So the next time you’re trying to learn something, don’t just look for the person with the most impressive resume. Look for the person who lights up when they talk about the basics. The one who remembers the frustration, who can describe the feeling of being utterly lost. They are the ones who have not only conquered the mountain but have also left a clear, well-marked trail for everyone else. They remember what it felt like to stare at the complex map of a Craps table and see nothing but chaos. They remember not knowing which way the little plastic battery door opened in the dark.

Find the guides who remember the dirt path.