Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps

Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps

June 26, 2026

Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps

By: Katie Kovalsky

Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps As states consider legalizing iGaming, legislatures must consider not only whether to legalize but also how the industry should be regulated. While legalization presents opportunities for increased tax revenue and consumer protections, it also raises concerns about responsible gaming, youth exposure, and enforcement against illegal operators. Massachusetts is one state currently evaluating this decision. A bill introduced by the Massachusetts legislature in August of last year sought to legalize iGaming statewide.[1] The bill— H4431—proposed empowering the Massachusetts Gaming Commission with licensing and overseeing the iGaming casinos throughout the state.[2] As of March of this year, Massachusetts lawmakers voted to send the bill to study, delaying any potential passage to at least…

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Sunshine, Strategy, and Handshakes: Reflections on SBC Summit Americas 2026

June 23, 2026

Sunshine, Strategy, and Handshakes: Reflections on SBC Summit Americas 2026

By: Amanda Holi

There is something irreplaceable about the energy of a live industry event, and this year’s SBC Summit Americas in Fort Lauderdale delivered. From June 9–11, the Broward County Convention Center became the epicenter of the gaming, sports wagering, and iGaming worlds. While the South Florida sunshine was a welcome backdrop, the real heat was inside the convention center, where industry professionals gathered to discuss everything…

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Lessons from the Restructuring of an Online Sports Betting Company

June 12, 2026

Lessons from the Restructuring of an Online Sports Betting Company

By: George Calhoun

The U.S. has seen numerous casino bankruptcies, including, most recently, Maverick Gaming in July 2025. What it has not seen, until now, is the bankruptcy of an online sportsbook. Previously, when companies exited a state, they cut deals with as many creditors as possible and just left the state (or the United States). Examples of this in recent years include Betfred, Betway, Unibet, and in…

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SAFEly symbolic?

October 14, 2024

SAFEly symbolic?

By: Sara Dalsheim

Last month two U.S. lawmakers, Rep. Paul Tonko D-N.Y. and Sen. Richard Blumenthal, D-Conn., introduced the Supporting Affordability and Fairness with Every Bet Act (i.e., the SAFE Bet Act).[1] The Act sought to implement federal minimum standards for all sports betting operators throughout the United States. The lawmakers seemingly put forth the bill because of concerns that citizens are being subject to too many sports…

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When Sports Bettors Win, So Does the IRS

October 7, 2024

When Sports Bettors Win, So Does the IRS

By: George Calhoun

Sports betting and adjacent industries have exploded in the United States.  One area that continues to cause confusion is the taxation of these businesses – both for the companies and the individual players. For individual bettors, the IRS has clear rules on gambling income that predate the recent explosion of the sports betting industry. In short, the proceeds from a successful sports wager are taxable…

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Illinois Expanding Regulations over Gaming Ads

October 2, 2024

Illinois Expanding Regulations over Gaming Ads

By: Jordan Briggs

The Illinois Gaming Board (“IGB”) adopted a new proposed uniform advertising regulation for sports wagering, casino gambling, and video gaming operators at its September meeting. Sports wagering is already subject to certain advertising and marketing restrictions, captured in “Rule 340.”[1] IGB proposed amendments to strengthen Rule 340 for sports wagering, and, for the first time, proposed to extend Rule 340 to casino gambling and video…

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Maryland Regulators Pick Away at Latest Fantasy Offerings

September 6, 2024

Maryland Regulators Pick Away at Latest Fantasy Offerings

By: Robert Ward

On August 29, just as football fans were gearing up for the 2024-2025 NFL season, the Maryland State Lottery and Gaming Control Agency issued a new round of proposed regulations for both sports betting and daily fantasy sports. The proposed sports betting regulations address a wide range of topics, from geolocation and multifactor authentication to wind-down procedures for sportsbooks.[1] The proposed daily fantasy sports regulations,…

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New Sports Betting Options as NFL Season Takes Off

August 27, 2024

New Sports Betting Options as NFL Season Takes Off

By: Jake Gray

The 2024-2025 NFL season is fast approaching—kickoff is set for Thursday night, September 5th, between the Baltimore Ravens and Kansas City Chiefs in which MVP quarterbacks Lamar Jackson and Patrick Mahomes will duel it out for the fifth time. This is their first matchup since the Chiefs knocked the Ravens out of the playoffs in the AFC Championship Game for the chance to play in…

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Articles and Presentations by Our Firm Attorneys

Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps

Massachusetts Explores iGaming Legalization: Opportunities, Risks, and Next Steps
By: Katie Kovalsky

Sunshine, Strategy, and Handshakes: Reflections on SBC Summit Americas 2026

Sunshine, Strategy, and Handshakes: Reflections on SBC Summit Americas 2026
By: Amanda Holi

Lessons from the Restructuring of an Online Sports Betting Company

Lessons from the Restructuring of an Online Sports Betting Company
By: George Calhoun

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