Risk of Ruin
Episodes
Call Security
25 Mar 2026
Contributed by Lukas
Jordan and Ohio Mike are part of a group of advantage players that spread their plays across casinos (physical and online), sportsbooks (physical and ...
Expected Goals
21 Jan 2026
Contributed by Lukas
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...
Let Them Eat Cake
08 Dec 2025
Contributed by Lukas
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 ...
Trading Games
17 Oct 2025
Contributed by Lukas
Kris Abdelmessih writes the Moontower newsletter which is required reading for any edge seeking generalist who wants to learn about the world of volat...
Trial and Error
11 Sep 2025
Contributed by Lukas
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 ...
Casino Schemes
11 Aug 2025
Contributed by Lukas
Jamie, Steve, and Kyle are advantage players. They talk about beating casino games including carnival games, automatic roulette wheels, and sweepstake...
Betting on Chaos
11 Aug 2025
Contributed by Lukas
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 Polyma...
Credit Card Arbitrage
09 Aug 2025
Contributed by Lukas
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 advan...
Movers
08 Aug 2025
Contributed by Lukas
Curtis, Phil, and Reilly are professional sports bettors that provide the valuable service of getting down for originating groups. They are logistics ...
Inside Long Term Capital
07 Aug 2025
Contributed by Lukas
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, ...
Zero, by Way of a Hundred
07 Aug 2025
Contributed by Lukas
John Hempton runs Bronte Capital, which generates its excess returns primarily through shorting fraudulent companies. John walks through a hypothetica...
Big. Chunky. Changes.
23 Jun 2025
Contributed by Lukas
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 ...
Greetings from Las Vegas - Part I
23 May 2025
Contributed by Lukas
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. T...
Greetings from Las Vegas - Part II
22 May 2025
Contributed by Lukas
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. T...
Startup Sports League
26 Jul 2024
Contributed by Lukas
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 ...
You Can't Beat the Lottery*
23 Jul 2024
Contributed by Lukas
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...
The Audacity of Help
21 Jul 2024
Contributed by Lukas
Richard Munchkin and Darryl Purpose are career advantage players. Over the past 40 years they've teamed up to win millions of dollars from casino...
Life's Too Short
20 Jul 2024
Contributed by Lukas
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 ...
The Road of Trials
19 Jul 2024
Contributed by Lukas
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 ca...
Value Traps
27 May 2024
Contributed by Lukas
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...
Blackjack Legacy
04 Mar 2024
Contributed by Lukas
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.&qu...
A Healthy Disrespect
02 Mar 2024
Contributed by Lukas
Kyle Boddy is the founder of Driveline Baseball, which promises data driven performance training. He is best known for training pitchers in baseball. ...
A Seemingly Obvious Idea
02 Mar 2024
Contributed by Lukas
Andrew "Bert" Black is a co-founder of Betfair, which is the world's largest betting exchange. He recounts his life in gambling, coming...
The Character Building Side Effect of Losing
26 Dec 2023
Contributed by Lukas
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 ma...
Waiting on Value
26 Dec 2023
Contributed by Lukas
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 ba...
Rocket Man
20 Oct 2023
Contributed by Lukas
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,...
The Mayfair Revisited
20 Oct 2023
Contributed by Lukas
Erik Seidel and Steve Zolotow were among the gamblers to come out of the storied Mayfair Club in New York City. The Mayfair inspired some of the locat...
A Family Business
18 Oct 2023
Contributed by Lukas
Jim and Dan Pasko talk about their father and son sportsbetting operation. The Paskos use math to find positive EV bets like correlated parlays and pl...
The Game-like Aspect
16 Oct 2023
Contributed by Lukas
Kai talks about leaving the work world behind in favor of early retirement, and the part time pursuit of bank and credit card bonuses. He also discuss...
The Frontier - Part II
19 Aug 2023
Contributed by Lukas
To this point we've published 33 podcast episodes covering everything from slot machines to hedge funds. This episode is Part II of an attempt to...
The Frontier - Part I
17 Aug 2023
Contributed by Lukas
To this point we've published 33 podcast episodes covering everything from slot machines to hedge funds. This episode is Part I of an attempt to ...
Bill Perkins is Not Afraid
06 May 2023
Contributed by Lukas
Bill Perkins is a natural gas trader, a minor celebrity in the poker world, and the author of "Die With Zero." Bill talks about his start in...
The Disrespected
01 May 2023
Contributed by Lukas
Marc Cohodes was the subject of the prior episode titled "Life's Too Short." Marc returns to the podcast to talk about figuring out the...
Rabbit Hole
16 Feb 2023
Contributed by Lukas
An episode about the ever elusive idea of winning at craps using physical skill, aka dice control. Guests: Advantage player Frank B., PhD economist R...
From Blackjack to Black Monday
08 Feb 2023
Contributed by Lukas
Blair Hull played on the original Big Player blackjack team in the 1970s. He played with Al Francesco, Ken Uston, and ran into other pioneers of the g...
Made in America - Part I
01 Sep 2022
Contributed by Lukas
The lives of two sharp sports bettors, and one bookmaker. Our guests talk about getting started in gambling, going from losers to winners, and the tec...
Made in America - Part II
01 Sep 2022
Contributed by Lukas
The lives of two sharp sports bettors, and one bookmaker. The guests expand on the relationship between sharp bettors and bookmakers. Spanky talks abo...