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

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 Bill 09:00 – Real Tax Impact: Examples That Hurt 21:00 – Filing as a Pro vs. Amateur 36:00 – Sessions Method, W2Gs & Audit Risk 51:00 – State-Level Chaos & Planning for 2026 1:12:00 - GP & SP React & Speculate Wildly Welcome 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. Follow SportsProjections on Twitter: https://x.com/Sports__Proj Follow GP on Twitter: https://x.com/goldenpants013