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Support the show by subscribing to the Premium Substack. (Search "ARCHIVE" for past paywalled episodes.) Guest: Zvi Mowshowitz grew up playing Magic the Gathering. He played on the Pro Tour, and is now in the Magic Pro Tour Hall of Fame. He then moved on to sports betting, and eventually became a trader for Pinnacle Sports. Zvi has also worked for the quant trading firm Jane Street. Zvi currently writes the Don't Worry About the Vase Substack which provides daily expansive coverage of AI. You can follow him on X. Email the show: risk of ruin pod at gmail Follow the show on X:  Antonino DeRosa on Gambling With an Edge. OpenAI Executive Sounds Pretty Nervous About AI

Canzhi is a programmer and also part of a sports betting syndicate. He talks about his path from coding in middle school to computer science in college, to becoming a software developer. Then he left the mainstream world for professional gambling. Canzhi also talks about using OpenAI Codex to do the data science work that his betting group relies on. Follow Canzhi on Twitter: https://x.com/canzhiye Follow the show on Twitter: https://x.com/halfkelly Substack Archive: https://riskofruinpod.substack.com/ (To find past paywalled episodes of the show search the word "ARCHIVE" in the search bar in the top right). Email the show: risk of ruin pod at gmail

Cartwright is an advantage player and is in a unique position to comment on the intersection of programming and advantage play. He was a software engineer until he left that career for full time gambling. In the past he has used his programming skills to hit vulnerable table games. Now he is more focused on sports. He talks about AI and advantage play.  Cartwright on Gambling With an Edge: https://www.youtube.com/watch?v=jJ1IXeW9y8s Subscribe to the premium Substack: https://riskofruinpod.substack.com/ Twitter: https://x.com/halfkelly Email: risk of ruin pod at gmail

Andrew Martin is the CEO of Fairlight Capital. Fairlight invests in small call value stocks all over the world. In this episode Andrew talks about finding these value names, his diligence process, the firm's use of AI, and how to know whether to sell a loser. Fairlight's investor letters: https://www.fairlightcapital.com/investor-letters Follow Andrew on Twitter: https://x.com/Fairlight_Cap Follow the show on Twitter: https://x.com/halfkelly Support the show: https://riskofruinpod.substack.com/ LEGAL DISCLAIMER:  This content is for informational purposes only and should not be considered financial, legal, or tax advice. Investing involves risk, including potential loss of principal. Always consult with a certified financial professional to consider your personal circumstances before making any investment decisions.

Jordan and Ohio Mike are part of a group of advantage players that spread their plays across casinos (physical and online), sportsbooks (physical and online), and various manufactured spending related opportunities. Subscribe to the Substack and Support the show: https://riskofruinpod.substack.com/ Email: risk of ruin pod at gmail Follow the show on Twitter: https://x.com/halfkelly

Preston Johnson and a group called WAGMI United had a novel idea to buy an English football club and then use NFT sales to fund player spending. Their goal was to take a club from League Two and gain eventual promotion to the Premier League. Follow Preston on Twitter: https://x.com/SportsCheetah Subscribe to the Premium Substack: https://riskofruinpod.substack.com/ Preston on Bet the Process: https://podcasts.apple.com/us/podcast/end-of-year-with-sports-cheetah-preston-johnson/id1291010585?i=1000743258624 Follow the show on Twitter: https://x.com/halfkelly Email the show: risk of ruin pod at gmail.

A very specific housing related bet. How did we go from The Big Short... to a housing shortage in such a short time? Governments in seemingly disparate places are having to take drastic measures to enable more housing development.  This episode is about how those conditions materialized in the United States, and also whether anything can be done to ameliorate the situation. Kevin Erdmann is a Senior Affiliated Scholar at the Mercatus Center. Kevin’s SubstackFollow Kevin on TwitterBen Bear is the CEO of BuildCasa. BuildCasa websiteFollow Ben on TwitterCody is a homebuilder in Oregon. Show resources: It’s Time to Build - Marc AndreessenBut not in Atherton - Marc AndreessenInstitutional SFR landlord on ResiClub podcastSupport the show: Subscribe to the Premium Substack Email me: riskofruinpod at gmail Follow me on Twitter: @halfkelly

Kris Abdelmessih writes the Moontower newsletter which is required reading for any edge seeking generalist who wants to learn about the world of volatility. Kris got his start as a trader over 20 years ago with Susquehanna. He talks about getting the job, SIG’s training program, and the “degenerate atmosphere.” Kris also talks about his career where he moved from pit to pit, and then ultimately became a portfolio manager at a vol focused hedge fund. Kris also has options analytics software - Moontower AI - and you can follow him on Twitter - @KrisAbdelmessih. References from the episode: David Sklansky - Getting the Best of It Michael Lewis - Liar’s Poker Advantage Podcast Mixtape Vol I Advantage Podcast Mixtape Vol II Follow me on Twitter - @halfkelly.

Thomas started as a losing bettor, and then learned to win. Eventually he won so much that a regulated sportsbooks stole several million dollars from him. He talks about CLV, harvesting bonuses, faking the NBA overnight market, parlays, SGPs, round robins, and VIP rewards. Follow Thomas on Twitter: https://x.com/t_stephens97 Subscribe to the Premium Substack: https://riskofruinpod.substack.com/p/trial-and-error?r=ckepv&utm_campaign=post&utm_medium=web&showWelcomeOnShare=false Follow the show on Twitter: https://x.com/halfkelly

Jamie, Steve, and Kyle are advantage players. They talk about beating casino games including carnival games, automatic roulette wheels, and sweepstakes slot machines. Support the show: https://riskofruinpod.substack.com/ References from the episode: Laurence Scott on Gambling With an Edge. Mark Billings on Gambling With an Edge (related to biased wheels), and also using computers. Mark Billings on Risk of Ruin. The Eudaemonic Pie. Bloomberg article on roulette. A Man for All Markets - which describes Ed Thorp’s effort to beat roulette. Kyle’s appearance on Gambling With an Edge. Email the show: risk of ruin pod at gmail Follow on Twitter: https://x.com/halfkelly

Domer is a prediction market trader, and is one of the biggest bettors on Polymarket. He talks about his journey from Intrade, to Predictit, to Polymarket. He also talks about the 2024 election, which was a rollercoaster. It featured highs - like backing Kamala Harris before President Joe Biden had even dropped out of the race - and also lows, like being short Trump on election night. Domer also talks about unraveling the mystery of the so-called French Whale. Domer on Polymarket: https://polymarket.com/profile/0x9d84ce0306f8551e02efef1680475fc0f1dc1344 Domer on Twitter: https://x.com/Domahhhh Support the show by subscribing on Substack: https://riskofruinpod.substack.com Follow the show on Twitter: https://x.com/halfkelly

Marc Cohodes made a living exposing fraudulent companies, and profiting when their stock prices collapsed. But the life of a short seller is spent on a high wire because executives willing to engage in fraud don't play by the rules when their freedom is at stake. Marc tells the stories of the adversity he's faced holding public companies accountable. Marc recounts the war stories from his shorts of iomega, TCBY, Lernout & Hauspie, Novastar Financial, Jos. A Bank, Bally Manufacturing, Direct Focus, and more. Follow Marc on Twitter: @alderlaneeggs Marc's Mimedx Website: http://petiteparkerthebarker.com/ Email the show: [email protected] Twitter: @halfkelly

Matt writes the blog "Miles Earn and Burn" which stands alone in the credit card space. He has no ads on the site, and he writes about advanced strategies that don't make it into the mainstream travel blog world. The post that got me interested in having Matt as a guest said basically: go to your local credit union and see if there's anything that you might be able to profit from. In the advantage play world that would be called scouting. In the manufactured spend world it's known as probing. https://milesearnandburn.com/index.php/2023/09/29/taking-a-stroll-to-the-local-financial-district/ Email the show: risk of ruin pod at gmail Follow us on Twitter: https://twitter.com/halfkelly

Curtis, Phil, and Reilly are professional sports bettors that provide the valuable service of getting down for originating groups. They are logistics providers in the gambling world. They talk about starting as casino APs, finding sports, and having several hundred thousand dollars taken from them by a  sportsbook. Find Reilly on X. https://twitter.com/ValleyBlitz_15 Support the show credit card links: https://docs.google.com/document/d/1YTMUqap_Z0D9832cOl5wYxUs16Byr6xx-iAZzrRL3VU/edit?usp=sharing Email us: risk of ruin pod at gmail Follow on X: https://twitter.com/halfkelly

The story of Long Term Capital Management as told by LTCM partner Eric Rosenfeld. Eric earned a PhD from MIT, then taught at Harvard Business School, then became a trader at Salomon, then was a founding partner of LTCM. Resources: HBS Study on LTCM dividend Eric's talk at MIT in 2009 Michael Lewis article on LTCM When Genius Failed, Roger Lowenstein Follow the show on Twitter: @halfkelly Email: [email protected]