‘It's Illegal’: What Might Massachusetts Do About the Bill Simmons' Proxy Betting Situation?

Geoff Zochodne - Sports Betting Journalist at Covers.com
Geoff Zochodne • Senior News Analyst 15+ years betting experience
Updated: Nov 11, 2026 , 01:48 PM ET • 3 min read

Massachusetts Gaming Commission Chair Jordan Maynard told a Congressional subcommittee on Wednesday that proxy betting could let young people bypass age restrictions.

Massachusetts State House
Photo By - Reuters Connect. Massachusetts State House

The seriousness with which Massachusetts views proxy sports betting was on display again Wednesday, as the head of the state’s gaming commission told a Congressional subcommittee that it is illegal in the commonwealth and may be used to skirt age restrictions.

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Key Takeaways
  • Massachusetts Gaming Commission Chair Jordan Maynard says proxy betting is illegal and could allow underage individuals to bypass gambling age restrictions.
  • The commission is investigating Bill Simmons for allegedly placing more than $20,000 in FanDuel proxy bets through an acquaintance in Massachusetts.
  • Potential penalties include fines for sportsbooks that fail to prevent proxy betting and bans on individuals involved. 

Those comments, made by Massachusetts Gaming Commission Chair Jordan Maynard to the U.S. House of Representatives' Subcommittee on Higher Education and Workforce Development, followed the MGC voting last week to hold an adjudicatory hearing for a proxy betting matter involving Bill Simmons. 

According to the commission, the California-based Simmons allegedly made more than $20,000 in proxy bets with FanDuel in Massachusetts using an acquaintance who was physically present in the state.

A “preliminary review” of the matter has been done by MGC staff, which will investigate further before the issue comes back before the commission at a later date. 

What Maynard was doing Wednesday was testifying to the subcommittee for its hearing on "The Rise of Sports Gambling on College Campuses.”

And, in the MGC’s eyes, proxy wagering could be contributing to underage gambling. Maynard told the subcommittee that Massachusetts requires its bettors to be 21 or older, but that young people “still find ways to bet.”

“Some use a parent, a sibling, or an older friend's account, and this is known as proxy wagering,” Maynard said. “It's not harmless; it's illegal.”

The proxy betting issue wasn’t explored much further on Wednesday, but the MGC is set to dive deeper into the subject. 

Specifically, commissioners have said they want more information about how FanDuel handled the Simmons situation, and enforcement staff have said they haven’t ruled out any outcomes yet. 

What are you gonna do about it?

So what could Massachusetts possibly do about proxy betting? The short answer might be: fines and bans.

The Massachusetts sports betting law explicitly states that operators “shall employ commercially reasonable methods to ... prohibit persons from placing wagers as agents or proxies for others.”

That same law says the MGC may “assess a civil administrative penalty” on a sportsbook operator that fails to comply with the law, house rules, or the commission’s regulations. It also says the MGC or an operator can ban anyone from sports betting under the state’s rules.

Those rules say that the commission can ban someone from sports betting (“an individual may be placed on the exclusion list”) if they have “violated or conspired to violate” the wagering law or if their betting “presents the potential of injurious threat to the interests of the Commonwealth,” among other things.

Moreover, an online sportsbook's internal controls must include ways to prevent a “prohibited person” from placing a sports bet, and those prohibited persons can include “any individual placing Sports Wagers as agents or proxies for others.”

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For its part, FanDuel said it reported the matter to the MGC, voided the bets, and took action against the account.

Any additional enforcement measures could be further fleshed out as the MGC continues to dig into proxy betting. At a minimum, the MGC could let the public know more clearly and loudly about how the state views proxy wagering. 

“I've been a little disturbed by the lack of full appreciation, I think, in general to the fact that it's illegal,” MGC Commissioner Eileen O’Brien said last week.

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Geoff Zochodne, Covers Sports Betting Journalist
Senior News Analyst

Geoff has been writing about the legalization and regulation of sports betting in Canada and the United States for more than four years. His work has included coverage of launches in New York, Ohio, and Ontario, numerous court proceedings, and the decriminalization of single-game wagering by Canadian lawmakers. As an expert on the growing online gambling industry in North America, Geoff has appeared on and been cited by publications and networks such as Axios, TSN Radio, and VSiN. Prior to joining Covers, he spent 10 years as a journalist reporting on business and politics, including a stint at the Ontario legislature. More recently, Geoff’s work has focused on the pending launch of a competitive iGaming market in Alberta, the evolution of major companies within the gambling industry, and efforts by U.S. state regulators to rein in offshore activity and college player prop betting.

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