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Est. listeners per new episode within ~30 days
1,001 - 10,000 - Monthly Reach
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5,001 - 25,000 - Active Followers
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501 - 5,000
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On the show
From 10 epsHosts
Recent guests
Recent episodes
Call Security
Mar 25, 2026
1h 13m 26s
Expected Goals
Jan 21, 2026
1h 07m 04s
Let Them Eat Cake
Dec 8, 2025
1h 40m 51s
Trading Games
Oct 17, 2025
1h 05m 58s
Trial and Error
Sep 11, 2025
1h 08m 17s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 3/25/26 | Call Security✨ | advantage playerscasinos+3 | JordanOhio Mike | Half Kelly Media | — | advantage playerscasinos+3 | — | 1h 13m 26s | |
| 1/21/26 | Expected Goals✨ | football club ownershipNFT funding+3 | Preston Johnson | WAGMI UnitedBet the Process | EnglandLeague Two+1 | football clubNFT+5 | — | 1h 07m 04s | |
| 12/8/25 | Let Them Eat Cake✨ | housing developmentgovernment policy+3 | Kevin Erdmann | Mercatus CenterThe Big Short | — | housingreal estate+3 | — | 1h 40m 51s | |
| 10/17/25 | Trading Games✨ | tradingvolatility+3 | Kris Abdelmessih | MoontowerSusquehanna+2 | — | tradingvolatility+4 | — | 1h 05m 58s | |
| 9/11/25 | Trial and Error✨ | bettingsportsbooks+4 | Thomas | Half Kelly MediaTwitter+1 | — | CLVharvesting bonuses+5 | — | 1h 08m 17s | |
| 8/11/25 | Casino Schemes✨ | casino gamesadvantage players+4 | — | Gambling With an EdgeBloomberg+2 | — | casino schemesadvantage play+4 | — | 1h 56m 19s | |
| 8/11/25 | Betting on Chaos✨ | prediction marketsbetting+4 | Domer | PolymarketIntrade+1 | — | prediction marketbetting+7 | — | 1h 11m 19s | |
| 8/10/25 | Life's Too Short✨ | short sellingfraud exposure+3 | Marc Cohodes | iomegaTCBY+4 | — | short sellingfraud+3 | — | 53m 32s | |
| 8/9/25 | Credit Card Arbitrage✨ | credit card arbitrageadvanced strategies+3 | Matt | Miles Earn and Burn | — | credit cardarbitrage+5 | — | 1h 01m 57s | |
| 8/8/25 | Movers✨ | sports bettinggambling logistics+3 | CurtisPhil+1 | Half Kelly Mediasportsbook | — | sports bettinggambling+4 | — | 1h 35m 15s | |
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 8/7/25 | Inside Long Term Capital | 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: riskofruinpod@gmail.com Web: halfkelly.com | 1h 03m 12s | ||||||
| 8/7/25 | Zero, by Way of a Hundred | John Hempton runs Bronte Capital, which generates its excess returns primarily through shorting fraudulent companies. John walks through a hypothetical short, explaining how they find it, how they size positions, and the kinds of returns that can be expected. He also discusses his shorts of Valeant Pharmaceutical and Wirecard. John Hempton on Twitter: https://twitter.com/John_Hempton John's Blog: http://brontecapital.blogspot.com/ Netflix documentary on Valeant: https://www.imdb.com/title/tt... | 55m 27s | ||||||
| 5/23/25 | Greetings from Las Vegas - Part I | Mark DeRosa, Zack White, and Rufus Peabody. The story a group of friends from Appalachian State that went on to team up with an econ grad from Yale. They started playing casino games and eventually would go on to bet the max at sports books all over Las Vegas. Follow Zack White on Twitter. Follow Mark DeRosa on Twitter. Follow Rufus Peabody on Twitter. Rufus's betting analytics startup: Unabated. | 46m 51s | ||||||
| 5/22/25 | Greetings from Las Vegas - Part II | Mark DeRosa, Zack White, and Rufus Peabody. The story a group of friends from Appalachian State that went on to team up with an econ grad from Yale. They started playing casino games and eventually would go on to bet the max at sports books all over Las Vegas. Follow Zack White on Twitter. Follow Mark DeRosa on Twitter. Follow Rufus Peabody on Twitter. Rufus's betting analytics startup: Unabated. | 45m 32s | ||||||
| 5/22/25 | The Road of Trials | Houyi went from Yale Law School to a job in finance before he left it all behind to become a professional advantage player. He talks about counting cards, learning to play hole cards, traveling the world, and a fateful poker game in Cambodia. Email the show: riskofruinpod@gmail.com Follow us on Twitter: @halfkelly | 49m 55s | ||||||
| 5/21/25 | The Audacity of Help | Richard Munchkin and Darryl Purpose are career advantage players. Over the past 40 years they've teamed up to win millions of dollars from casinos. In this episode they recount some of the war stories and also offer reflections on the nature of teamwork. Darryl Purpose's music website: https://darrylpurpose.com/ Richard Munchkin / Gambing With an Edge: https://www.lasvegasadvisor.com/gambling-with-an-edge/category/podcast/ Earlier episode of Risk of Ruin featuring Richard and Darryl: https:/... | 1h 13m 15s | ||||||
| 5/20/25 | Big. Chunky. Changes. | Citrini Research has taken Fintwit by storm with a series of prescient market calls covering themes such as AI, GLP-1, and the Trump election. In this episode Citrini discusses how he arrived at thematic investing, the process he uses to find baskets of stocks, and also what it’s like to write up a thesis for tens of thousands of subscribers. Find Citrini on Substack. Find Citrini on Twitter. Support the show by subscribing to the Premium Substack: https://riskofruinpod.substack.com/p/new-epi... | 1h 00m 53s | ||||||
| 7/26/24 | Startup Sports League | Jake Hoselton is the CEO of Grass Clippings. Pete Wilson is the CMO of Grass Clippings. Howard Lindzon is the Managing Partner of Social Leverage. The guests talk about trying to build a new high stakes par 3 golf league. Links: 2024 Grass Clippings Open https://www.youtube.com/watch?v=6cX0ktag2kA 2024 Good Good Desert Open https://www.youtube.com/watch?v=PE7t7K173-U Follow Grass Clippings on X (formerly Twitter): https://x.com/GrassClippingsc Follow Howard Lindzon on X (formerly Twitter)... | 1h 17m 55s | ||||||
| 7/23/24 | You Can't Beat the Lottery* | Mr. Doppy became an advantage player hustling the video poker game Ultimate X. Since then he's gone after online sports books, credit card points, and also a state lottery. Mr. Doppy's Twitter account: https://twitter.com/MrDoppy Support the show links: https://docs.google.com/document/d/1YTMUqap_Z0D9832cOl5wYxUs16Byr6xx-iAZzrRL3VU/edit Email the show: Risk of ruin pod at gmail dot com Follow us on Twitter: https://twitter.com/halfkelly | 58m 29s | ||||||
| 5/27/24 | Value Traps | David Orr is a former poker player turned fund manager. He started out investing with a value bias, and then eventually did a 180 and started shorting value traps. He talks about how his strategy evolved and also his plan to grow his fund. Follow David on Twitter: https://twitter.com/orrdavid Support the show links: https://docs.google.com/document/d/1YTMUqap_Z0D9832cOl5wYxUs16Byr6xx-iAZzrRL3VU/edit Follow the show on Twitter: https://twitter.com/halfkelly Email: risk of ruin pod at gmail | 1h 09m 46s | ||||||
| 3/4/24 | Blackjack Legacy | Jeff Ma was a member of the MIT Blackjack Team. He told his story to the writer Ben Mezrich, who wrote a book titled "Bringing Down the House." The book was later made into the movie "21" which starred Kevin Spacey, Kate Bosworth, and Jim Sturgess. In addition to blackjack, Jeff talks about his career in tech where he has focused on using data and analytics to create value. Note: an earlier upload contained a claim that the Patriots were caught filming opponent practices. That has been corr... | 50m 06s | ||||||
| 3/2/24 | A Healthy Disrespect | Kyle Boddy is the founder of Driveline Baseball, which promises data driven performance training. He is best known for training pitchers in baseball. Prior to his career in sports Kyle was a professional gambler. On this episode he tells stories about exploiting online casino bonuses, as well as shuffle tracking, and playing poker. Driveline Baseball: https://www.drivelinebaseball.com/ Follow Kyle on Twitter: https://twitter.com/drivelinekyle Blackjack Shuffle Tracker's Cookbook: https://www... | 1h 00m 04s | ||||||
| 12/26/23 | The Character Building Side Effect of Losing | Jason Strasser is the co-founder and Chief Investment Officer of Caption Partners. While in college Jason became a high stakes poker player and was making $100k/month before he left competitive poker for Wall Street. Today he generates his edge trading options, looking for one-off events where the volatility of the options are mispriced by algorithms. Follow Jason on Twitter: https://twitter.com/strassa2 Email the show: risk of ruin pod at gmail Follow us on Twitter: https://twitter.com/hal... | 52m 21s | ||||||
| 12/26/23 | Waiting on Value | Evan Tindell is a former poker player and now is the CIO of Bireme Capital. He talks about how he got into the market, and also his value investing based process for finding investments. Follow Evan on Twitter: https://twitter.com/evantindell Bireme Capital Blog Post on Meta: https://www.biremecapital.com/blog/pounding-the-table-on-meta Risk of Ruin Podcast Newsletter: https://riskofruinpod.substack.com/ Email the show risk of ruin pod at gmail. Follow the show on Twitter: https://twitte... | 49m 06s | ||||||
| 10/20/23 | Rocket Man | In 2022 Elon Musk signed an agreement to purchase Twitter. Then all hell broke loose. This episode is about that merger, the investors that traded it, and the most valuable Twitter follow to come out of the saga. Guests: Chris DeMuth - Rangeley Capital https://twitter.com/ChrisDeMuthJr Evan Tindell - Bireme Capital https://twitter.com/evantindell Chance, Editor in Chief of The Chancery Daily https://twitter.com/chancery_daily Media Clips Used: Tesla 3rd Quarter Earnings Call https://www.you... | 1h 46m 10s | ||||||
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