The AI Metagame
Brandon Adams
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The AI Metagame is a podcast from 5HC.ai about strategic adaptation in the age of AI. Host Brandon Adams interviews major figures on the AI learning journey, exploring how smart people unlearn, rebuild, and find durable advantage as the ground keeps shifting. The show focuses on helping organizations position themselves for AI success.
Епизоди
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The AI Metagame: Episode 05 with Nate Silver and Raf Michalowski 19.05.2026 1ч 16минIn this episode of The AI Metagame, host Brandon Adams sits down with famed forecaster Nate Silver (@NateSilver538) and digital media builder Raf Michalowski to talk about AI slop and where the content industry is headed.At its peak, Raf's pipeline was uploading around 60,000 videos a day to YouTube — roughly 3% of all daily uploads on the platform. He walks through the economics, how platforms end up incentivizing this kind of volume, and what happens when they eventually crack down.Nate works in the part of media where AI doesn't really help — forecasting, accountability, and predictions that can be graded. The conversation maps where human judgment still has a moat, and whether quality can survive when the marginal cost of content is zero. -
The AI Metagame: Episode 04 with Lev Milman 07.04.2026 43минEpisode 4 | The 600,000-Claim Brain: How Lev Milman Uses AI to Map RealityHow do you stay ahead of the curve when the "curve" is moving at the speed of light? In this episode, we sit down with Lev Milman, a former U20 US Chess Champion and macro trader, to explore his radical, AI-driven approach to information processing and belief updating.Lev has constructed a massive digital knowledge base consisting of over 600,000 atomic claims about the world. He doesn't just "read the news"—he has built a sophisticated "information funnel" that uses Large Language Models (LLMs) to ingest, grade, and de-duplicate content from over 1,300 RSS feeds, hundreds of YouTube channels, Twitter, Discord, and academic journals.We dive into:The "Greater" and the "Deduper": How Lev uses AI to filter out 80% of incoming noise and focus only on information with high novelty and belief-update potential.Hyper-Speed Learning: Lev’s workflow for "listening" to thousands of words of summarized research at 4.5x speed using custom text-to-speech setups, often while multitasking.The Chess Champion’s Edge: How a childhood spent studying chess for 10 hours a day wired his brain for the deep, contingency-based reasoning required to navigate the AI frontier.Actionable Intelligence: Moving from curiosity-driven learning to a practical framework where information is rated by how much it changes his decisions in fields like AI development and health.Lev makes a compelling case that in the AI era, the ultimate competitive advantage isn't just knowing more—it's having a superior system for updating what you believe. -
The AI Metagame: Episode 03 with Haralabos Voulgaris 19.03.2026 1ч 2минEpisode 3 | The edge belongs to whoever's willing to break things first.Most people are waiting for the safe path. Haralabos Voulgaris handed an AI agent his brokerage API, watched it place $20,000 in unauthorized trades, and responded by building a better confirmation tree — not by shutting it down.We explore what happens when a professional gambler's risk appetite meets the AI frontier — deploying autonomous bots on Polymarket and Schwab, hardening servers against injection attacks, and building a VIX strategy around the conviction that the world is more fragile than consensus believes.Haralabos makes the case that the real AI competition isn't about who has the best model — it's about who owns the physical layer. That China's robotics lead may matter more than America's research lead. And that the consumer surplus from AI doesn't mean much if no one's built the institutions to distribute it. -
The AI Metagame: Episode 02 with Bryan Pellegrino 12.03.2026 59минEpisode 2 | Controller | Over-Optimization: Why efficiency kills resilience.A perfectly optimized system is just a fragile one waiting to break. Our guest explains why they stopped optimizing for margins and started optimizing for survival, and what that means when AI moves faster than your org can adapt.We've spent decades chasing efficiency. Removing friction, maximizing output, trimming every edge. But what happens when the system has zero slack left and the ground shifts overnight?This episode unpacks the Controller archetype: the leader who builds tight, optimized machines that work beautifully until they don't. We challenge the Explainer instinct to rationalize away uncertainty, and explore why the smartest move right now might be building in inefficiency on purpose. -
The AI Metagame: Episode 01 with Kory Kilpatrick 03.03.2026 1ч 7минEpisode 1: Builder | Controller | Premature Abstraction"I built for scale before I understood the problem"In a world where tools allow us to scale instantly, the temptation to build big is overwhelming. But what happens when you scale the wrong thing?The AI Metagame is a twelve-episode series that looks at four archetypes in AI — Builder, Explainer, Interpreter, Narrator — to map where AI creates leverage and where it creates traps. For every great advantage of AI, there are disadvantages lurking. Each episode explores both sides.In our premiere episode, we explore the Builder's most dangerous trap: Premature Abstraction. Modern AI leverage is a double-edged sword — it amplifies errors faster than ever before. True control now requires staying small enough to pivot until the problem itself is fully understood. -
Interview with Alex Hutchinson 20.03.2025 1ч 25минAlex Hutchinson (@sweatscience) is my favorite fitness journalist. This podcast was an absolute pleasure. We had the opportunity to explore his outstanding new book, The Explorer's Gene. We also discuss, in detail, his 2018 NY Times bestseller Endure: Mind, Body, and the Curiously Elastic Limits of Human Performance. I rate this book among my top ten favorite works of non-fiction. -
Interview with Jared Dillian 19.04.2023 52минJared Dillian (@dailydirtnap) publishes daily market commentary (The Daily Dirtnap, www.jareddillian.com). He hosts a twice weekly podcast called Be Smart. He has a popular Substack (https://substack.com/profile/450570-jared-dillian), and he's the author of Street Freak and All the Evil of This World. His latest book, Those Bastards: 69 Essays on Life, Creativity, and Meaning, was published in late March. -
Interview with Scott Fawcett and David Epstein 15.11.2022 1ч 38минScott Fawcett (@scottfawcett) is the creator of the DECADE golf system and he has coached Will Zalatoris, Stewart Cink, Keith Mitchell, and many others. In the first hour, we do a deep dive into golf analytics. He describes his career in professional golf, his early discovery of the PGA Tour's Shotlink Data and Mark Broadie's Strokes Gained Metric, his development of the DECADE system, and his experience coaching PGA players. At the one hour and three minute mark, we are joined by David Epstein (@DavidEpstein), author of the bestselling books Range and The Sports Gene. The three of us discuss talent in sports, similarities between golf and poker, "tilt" in golf and poker, the history of game theory in poker, and the emotional make-up of poker players. -
Interview with Daniel Negreanu 01.11.2022 1ч 20минDaniel Negreanu (@realkidpoker) is fresh off a $3.3 million win in the Super High Roller Bowl. Perhaps the most famous poker player on the planet, he is ranked #3 on the all-time money list. We start with a discussion of the new era in poker ("the Solver era") and some recent adjustments he's made in his game. We move on to some deep history - his move from Canada to Vegas; his early years with Phil Ivey, Allen Cunningham, and John Juanda; some very big gambling in the early years; and the "pump-up years" in the poker economy after WSOP 2003, Rounders, and the Andy Beal games. He tells some great golf-gambling stories from the late 2000s, and he explains how his competitive goals shifted from cash games to tournaments. Daniel goes through his WSOP routine each year, which includes a prep period, followed by extreme intensity during the WSOP (where he often gains ten to fifteen pounds), and then a long rest period. -
Interview with David Benefield 13.10.2022 1ч 8минDavid Benefield (@DWBenefield) is a poker legend with an incredible story. He started poker at age 16 after watching the movie Rounders. He dominated the biggest games online from ages 21-26. By his own estimate, he worked 100 hours a week during those years. In 2010, he went back to school at St John's University and then Columbia University (transfer after sophomore year). After his first semester at Columbia, he took a year and a half off to play the biggest poker game in the world in Macau. He also made the Main Event final table during this sabbatical. He ultimately finished his degree at Columbia, and then became increasingly interested in the cryptocurrency sphere. Today he employs eight people in a cryptocurrency-focused fund, based out of Dallas. -
Inverview with Brad Delong 07.10.2022 1ч 27минBrad Delong is an economic historian at UC-Berkeley. A former Deputy Assistant Secretary of the Treasury in the Clinton Administration, he frequently writes about policy issues on Twitter as @delong, where he has over 80,000 followers, and on his popular blog Grasping Reality (https://braddelong.substack.com). He is the author of a new book, Slouching Towards Utopia, that has been widely lauded as the most important book in economic history in many years. -
Interview with Shaun Deeb 26.09.2022 1ч 3минShaun Deeb is, far and away, the most successful player at the World Series of Poker over the past decade (when evaluated based on WSOP leaderboard points). We discuss, among other things: his daily routine, WSOP fantasy poker, his view on tournament edges, his rise in poker (playing at Turning Stone in NY as an 18yr old) to his near fall (playing in Mexico post Black Friday), mixing family and poker, and his philosophies about learning in poker. -
Interview with Eric Olson (on AI/Machine Learning) 19.09.2022 1чEric Olson (@IPlayedD1) is the co-founder of Consensus, a leading start-up in natural language processing. I was interested in learning about the specific topic of AI/machine learning in the social sciences, and Eric was a brilliant guide in this area. Eric is a former football player at Northwestern who graduated with a master's in predictive analytics. With co-founder Christian Salem, he build Consensus, a search engine that uses AI to extract findings from scientific research. -
Interview with Patrik Antonius 09.09.2022 1ч 34минPatrik Antonius is one of the biggest winners in the history of poker. Even seasoned poker fans will be shocked by some of stories in this pod. We cover all aspects of his approach; we deep-dive into health, the mental game of poker, fun off the felt (especially crazy prop bets), and key aspects of Pat's personal poker history. -
Interview with Edward Chancellor 02.09.2022 1ч 11минEdward Chancellor is a British financial historian, financial journalist, and former investment strategist. He wrote the bestselling book Devil Take the Hindmost: A History of Financial Speculation in 1999 and Crunch-Time for Credit in 2005. He has just published The Price of Time: The Real Story of Interest, which I rate as the best book I've read this year. Fortune has called Chancellor "one of the greatest financial historians alive, and the Financial Analysts Journal called him "one of the greatest financial writers of our era." Our chat mostly covers The Price of Time. Jim Grant says this work is "A masterpiece of history, analysis--and property understated outrage." -
Interview with Matt Kalish 29.08.2022 1ч 16минMatt Kalish (@mattkalish) is the Co-Founder and President of Draftkings. A computer science major from Columbia, Matt is a passionate gamer who also has one of the largest personal collections of NFTs in the world. In this podcast, we take a deep-dive into the new Reignmakers project at Draftkings, where players assemble fantasy teams using player NFTs that they have purchased and compete for tens of millions in prizes. -
Interview with Peter Jennings 26.08.2022 1ч 11минPeter Jennings (@CSURAM88) is one of the most successful daily fantasy sports players of all times. Notably, he won the first ever six-figure DFS prize, as well as the first ever $1 million Draftkings live final. He is a popular podcaster, and an extremely successful sports entrepreneur and investor. He co-founded Fantasy Labs (sold to Action Network), as well as Lucky Trader HQ (an analytics company focused on NFTs), and he has invested in many top companies in the gaming, analytics, and crytpo spaces. -
Interview with Hugh Hendry 22.08.2022 1ч 15минHugh Hendry was the founder and Chief Investment Officer of the macro hedge fund Eclectica Asset Management. After strong returns before and during the Great Financial Crisis, he became a popular figure in the financial media. He retired in 2017 to run a luxury hotel in St Barts, but has lately been increasingly active in financial media, tweeting as @hendry_hugh (60k followers) and podcasting (The Acid Capitalist). -
Interview with Ben Hunt 23.06.2022 1ч 30минBen Hunt (@epsilontheory) earned a PhD in Government from Harvard in 1991. He was a research academic for a decade before founding two technology companies. He then worked in investment management for a decade, before starting a content community at www.epsilontheory.com in 2013. Epsilon Theory quickly found a large audience of over 100,000 email subscribers. For the past several years, Epsilon Theory has been a vibrant, paywalled content community. We discuss three primary topics in this podcast. In the first 50 minutes, we discuss Ben's recent long piece on Fed policy, "NGMI". Ben makes it clear that his stance on risk assets has mostly changed from one of bullishness to one of bearishness, based on his view that there has been a sustained change in the Fed narrative. We then move on to discuss Ben's long piece on cryptocurrency, "The MacGuffin, Part 1". We end with fifteen minutes on the current state of the paid content space (Ben surprised me by being bearish on Substack and the micropayments model). -
Interview with Kyle Boddy (Driveline Baseball) 19.05.2022 59минKyle Boddy (@drivelinebases) is the founder of Driveline Baseball, the best data-driven baseball development program in the world. I recently taught a course in sports analytics at the University of Miami, and Kyle was gracious enough to provide materials to Nikolai Yakovenko for a guest lecture on "What Makes Good Pitching?" The material is fascinating and surprising for anyone with the slightest interest in baseball. Much of that material is covered in the first half of the podcast. Other podcast topics include: Kyle's transition from poker to sports analytics, the early coaching experience that led to the development of Driveline, the new Driveline metric Stuff+ (which quantifies pitch effectiveness), his recent experience with the Cincinnati Reds, and his future ambitions.
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