September 04, 2026
Daily Brief

Story 01 of 1

Bill Simmons Admitted to Proxy Betting on His Own Podcast. FanDuel Reported Him to Regulators.

Bill Simmons, founder of The Ringer and a man who has built a meaningful chunk of his media career narrating other people's bets, went on his own podcast and narrated one of his own. He said he gave his FanDuel login to his daughter's boyfriend so the 21-year-old could place sports bets for him, while Simmons was in California and the bets needed to originate from Massachusetts. Proxy betting, wagering through someone else's account or on someone else's behalf, happens to be prohibited under both Massachusetts sports wagering regulations and FanDuel's own terms of service, which state plainly that an account is for personal use only, a detail that apparently did not come up during the podcast recording. FanDuel voided the bets, actioned the account, and reported the whole episode to the Massachusetts Gaming Commission, which said it is reviewing the comments. FanDuel has noted, for anyone still unclear on the stakes, that proxy betting can result in a permanent account suspension.

Simmons has spent two decades as one of sports media's most prominent voices, much of it built on an audience that follows his betting takes as content. Saying the quiet part out loud, on his own show, about routing bets through someone else's hands, turns an industry compliance footnote into a real story, and it puts a spotlight on how casually proxy betting gets treated by people who should, by profession, know the rules better than anyone in the room.