TLDR A Massachusetts Gaming Commission memo puts Bill Simmons’ proxy betting at 22 wagers. The bets had a total handle of $21,800. The wagers were placed on August 5, 7 and 19, 2026. Simmons said his daughter’s boyfriend logged into his FanDuel account to place them. FanDuel voided all the bets, and Simmons said he did not know the rules.
A memo from Massachusetts gaming regulators has put numbers on the proxy betting case involving podcast host Bill Simmons. FanDuel reported that the matter involved 22 wagers with a total handle of $21,800.
The memo was sent to the Massachusetts Gaming Commission’s Investigations and Enforcement Bureau. Geoff Zochodne of Covers shared it publicly on Thursday. It outlines the bets and sums tied to what regulators called a sports wagering noncompliance matter.
The case began with comments Simmons made on his own show, The Bill Simmons Podcast. He said a family acquaintance had been placing bets on his FanDuel account.
The comments came during a stretch in August when Simmons made several unprompted admissions on air. In another episode, he said he does not wear a seatbelt while driving.
Soooo the Massachusetts Gaming Commission is going to get a presentation today about the Bill Simmons proxy thing.
According to a memo to commissioners, “FanDuel reported that the matter involved 22 wagers with a total handle of $21,800.” pic.twitter.com/ZfPuQwIHwb
— Geoff Zochodne (@GeoffZochodne) November 5, 2026
How the Bets Were Placed
Simmons said his daughter’s boyfriend, Hank, logged into his FanDuel account as him. A security code was sent to Simmons’ phone, and he passed it along so Hank could sign in.
“I let Hank log into my FanDuel as me, [sent] the code to make sure it’s me to my phone, I give him