- 53 minutes 39 secondsTurning Over 70,000 Rocks
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.
14 May 2026, 11:00 am - 1 hour 13 minutesCall Security
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
25 March 2026, 6:00 pm - 1 hour 7 minutesExpected Goals
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.
21 January 2026, 4:00 am - 1 hour 40 minutesLet Them Eat Cake
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 Substack
- Follow Kevin on Twitter
Ben Bear is the CEO of BuildCasa.
Cody is a homebuilder in Oregon.
Show resources:
- It’s Time to Build - Marc Andreessen
- But not in Atherton - Marc Andreessen
- Institutional SFR landlord on ResiClub podcast
Support the show: Subscribe to the Premium Substack
Email me: riskofruinpod at gmail
Follow me on Twitter: @halfkelly
8 December 2025, 1:00 pm - 1 hour 5 minutesTrading Games
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.
17 October 2025, 1:00 pm - 1 hour 8 minutesTrial and Error
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
11 September 2025, 12:00 am - 1 hour 56 minutesCasino Schemes
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.
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
11 August 2025, 10:00 am - 1 hour 11 minutesBetting on Chaos
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
11 August 2025, 3:00 am - 53 minutes 32 secondsLife's Too Short
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: @halfkelly10 August 2025, 12:00 am - 1 hour 1 minuteCredit Card Arbitrage
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/halfkelly9 August 2025, 11:00 pm - 1 hour 35 minutesMovers
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/halfkelly8 August 2025, 11:00 am - More Episodes? Get the App