Loser Mentality

Matt, guest host Mary Childs, and special guest Matt's daughter discuss the market for Pokémon cards, and then just Matt and Mary discuss Jensen Huang, history's most expensive extramarital affairs, AI honey pots, the Anthropic IPO, a 50/50 mix of SI and AI, and what stocks LLMs tell people to buy.See omnystudio.com/listener for privacy information.

Matt and guest host Mary Childs discuss Matt's bedtime, the prediction market information environment, data center moratoria, X risk, sneezing in a fab, the demise of Weil Gotshal, making new friends at work, Matt’s alternative life as a law firm partner, canceling plans due to North Korea, the Binance hack, reversible crypto transactions and money-laundering slippage.See omnystudio.com/listener for privacy information.

Matt and guest host Max Abelson discuss Max's impending fatherhood, misanthropy, philanthropy, miracles, human extinction, three levels of AI worry, whether Roko's basilisk is securities fraud, non-GAAP accounting, the role of Money Stuff in a post-AGI world, baskets of options, options on a basket, proper corporate governance at Tesla and SpaceX, meditation and onions.See omnystudio.com/listener for privacy information.

Matt talks with Tice Brown, a guy, about good emails, the DAT craze, gambling proxies, non-cross-collateralized leverage, rolling calls, dinosaur fossils, bid/ask spreads in the art market, defeasing weirdo bonds, windfall-based pricing, lawyers vs. attorneys, Nebraska insurance regulation, Arkansas banking regulation, SpaceX/Tesla, Nasdaq valuation, starting investment banking in 2007 and the value of his time.See omnystudio.com/listener for privacy information.

Matt and guest co-host Mary Childs discuss sports betting, swap regulation, mention markets, flat waffles, gambling in your brokerage account, the rise of prime brokerage, relationship businesses, holding bags when hedge funds have oopsies, narrower banking, Matt's lack of hand-wringing, Kelly Clarkson and the animatronic bird, Martin Shkreli’s various comeuppances and short-selling metaphysics.See omnystudio.com/listener for privacy information.

Matt talks to Jeremy Maletz, head of prediction markets at Susquehanna International Group, about hedging goat herder risk, flow versus bespoke trading, election factor hedging, adverse selection, correlation in prediction markets, and transitioning from sports gambling to trillion-dollar data center credit derivatives.See omnystudio.com/listener for privacy information.

Matt and guest host Mary Childs discuss Baby Stuff: The Podcast, 351 exchange ETFs, substance over form, agentic bank runs, doing things for points, getting the Burn you need, seizing control of the company Slack, cotton market manipulation, paperwork and potential securities-fraud liability for destroying humanity.See omnystudio.com/listener for privacy information.

Ahead of Midnight Madness 2026, we revisit our May 2025 episode, when Katie and Matt spoke with Ryan Patch and Jon Seale of Great Gotham Challenge about building puzzle hunts for the hedge fund manager who has everything.See omnystudio.com/listener for privacy information.

Matt and guest co-host Silvia Killingsworth discuss late-summer nostalgia, Susquehanna's 100 Johns Doe, hedging options market making, nervously walking back and forth at the frontier, the economic and/or human extinction benefits of slowing AI training, writing about AI vs. AI writing, psychological liquidity mismatches and putting pensions back into 401(k)s.See omnystudio.com/listener for privacy information.

Matt and guest host Max Abelson discuss money and power, Kawhi Leonard, independent investigations, the DAT trade, why anyone talks to us, the aesthetic appreciation of finance, Robinhood vs. AMC, meme-stock bazaars, Cede & Co., stock ledgers on the blockchain, Grayson Moorhead Securities, heists of bearer securities, the Apollo premium, geniality league tables and contextually appropriate “oohs.”See omnystudio.com/listener for privacy information.