Risk of Ruin Podcast
1) 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 thema...Show More
2) Betting 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...Show More
3) 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 stake...Show More
4) 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 evol...Show More
5) Movers
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 s...Show More
6) Credit 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 t...Show More
7) 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 Twitte...Show More
8) The Frontier - Part II
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 make sense of the guests, and make sense of the d...Show More
9) The Frontier - Part I
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 make sense of the guests, and make sense of the do...Show More
10) 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 professio...Show More