Category: Uncategorized
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Things You Don’t Know You Don’t Know
The worst concert I’ve ever been to in my life was my own. Sophomore year of high school. A talent show was happening at my school, which was a big deal. I’d been obsessed with guitar since I was twelve. It was everything. My identity was already built around this and I was sure I […]
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How to Navigate a World of Bullshitters
David Lee Roth, Van Halen’s frontman, came off like Axe body spray in human form—loud, brash, and ridiculous. But that surface read was wrong. Underneath the show, he was playing a smarter game. Here’s how. Yes, this essay is about AI.
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My AI Startup Got Steamrolled by ChatGPT
The first time our AI business advisor recommended Viagra to solve a cash-flow problem, I should have known we were in trouble. At the time, it just felt like part of the fun. This was 2019. Before COVID, before “AI” meant ChatGPT to everyone. Back then, TikTok was still a teen fad, WeWork had just imploded, and the hottest tech IPO was Peloton. Large language models were a fringe research curiosity, not the center of the tech universe.
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The Ballmer Method for Prompting
In the late 2000s, Microsoft CEO Steve Ballmer always came off a bit unhinged. Sweaty and loud, he became a meme while ranting about Microsoft’s future. There’s an apocryphal story about how Steve figured out something important, that ended up being a prescient take about an AI-first world. I think about this story once a week; I hope it is equally impactful for you in how you use AI.
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Why Experts Are the Worst Teachers
About twenty years ago, I developed a repetitive stress injury from playing guitar. I was in a band, and I had to quit. The pressure I had to apply to the fretboard created a tendon issue that just wouldn’t go away. But I wasn’t ready to walk away from music entirely. If I couldn’t play guitar, I figured I’d get into electronic music. So I bought a copy of Reason, a program used by music producers to make beats.
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The Last Moat
At AI Innovation Week in Mexico, we explored a counterintuitive idea: As AI makes public knowledge cheap, relationships and unspoken knowledge rise in value. This piece explores that concept through the lens of a hedge fund manager’s rogue approach to the Enron collapse.
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Mexico Stories and Observations
I just wrapped up AI Innovation Week at IPADE—Mexico’s most prestigious business school—across their Mexico City and Monterey campuses. The formal recap is on my work site. But here on the personal website, I share the things that caught my attention during my time south of the border. Read on for the interesting and unusual, from the witchraft market to the grandma who tried to seduce me.
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A Simple Rule for Managing Complexity: The Double Cushion
My favorite business school professor made good money managing extreme complexity: he oversaw consulting gigs involving multimillion dollar real estate purchases, factory operations with thousands of employees, and complicated mergers. He seemed to be able to see around corners.