90% Trouble: How the New Tax Law Hits Gamblers w/ Gary Kondler | Ep 111

09/07/2025 1h 50min
90% Trouble: How the New Tax Law Hits Gamblers w/ Gary Kondler | Ep 111

Listen "90% Trouble: How the New Tax Law Hits Gamblers w/ Gary Kondler | Ep 111"

Episode Synopsis

Are you relying on twitter to tell you if you should quite gambling or not following the gambling tax disaster in the BBB?In this episode we sit down with Gary Kondler of Kondler & Associates - the gambling industry leading tax and consulting firm - to discuss the changes in the bill.From the myths that exploded on Twitter to the real-life tax nightmares facing poker pros, slot whales, and DFS grinders, Gary walks us through exactly what’s changing, who’s most at risk, and how to protect yourself. Whether you're a solo bettor, a casual casino-goer, or part of a syndicate, this episode could save you thousands—and a major audit headache.Kondler & Associates: https://kondlercpa.com/00:00 – The Big Change: Understanding the BBB Bill09:00 – Real Tax Impact: Examples That Hurt21:00 – Filing as a Pro vs. Amateur36:00 – Sessions Method, W2Gs & Audit Risk51:00 – State-Level Chaos & Planning for 20261:12:00 - GP & SP React & Speculate WildlyWelcome to The Risk Takers Podcast, hosted by professional sports bettor John Shilling (GoldenPants13) and SportsProjections. This podcast is the best betting education available - PERIOD. And it's free - please share and subscribe if you like it.My website: https://www.goldenpants.com/ Follow SportsProjections on Twitter: https://x.com/Sports__ProjWant to work with my betting group?: [email protected] 100s of +EV picks a day?: https://www.goldenpants.com/gp-picks

More episodes of the podcast The Risk Takers Podcast