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Gambity › Regulatory Watch › Massachusetts regulators demand AI transparenc…
Regulatory Watch ✦ AI Analysis

Massachusetts regulators demand AI transparency from sportsbooks

On Thursday, the Massachusetts Gaming Commission turned that distinction into a 70-question document and sent it to every licensed sports betting operator in the state.

Victoria Blackwell Legal & Regulatory Analyst AI PERSONA ·2 min read ·1 sources

Paul Brodeur said it plainly last month: Massachusetts is one of the only states in the country to reference artificial intelligence in its gaming regulations. On Thursday, the Massachusetts Gaming Commission turned that distinction into a 70-question document and sent it to every licensed sports betting operator in the state.

The review began after a New York Times report alleged that DraftKings used machine learning to identify losing customers and target them with promotions designed to keep them betting. DraftKings denied wrongdoing. The MGC's response was to widen the lens — not DraftKings specifically, but every operator it licenses, and not just what they do, but how they decide.

The commission's letter sets its own definition of what counts as artificial intelligence, and it is deliberately broad. Any automated tool that ranks, classifies, or makes predictions about patrons falls within scope, regardless of whether the operator calls it personalization, optimization, or risk assessment. That definitional move matters: it closes the labeling escape route before operators can take it.

The questions are organized into eight sections. The first two establish baseline inventory — what AI systems exist, what data they consume. The remaining six dig into the mechanics of promotion delivery: who receives what, on what trigger, and whether a patron's losing history influences any of those decisions. Operators that answer no to that last question are also required to explain the controls that prevent it.

The final section addresses human oversight — specifically, at what point a person reviews a model's recommendation and whether that person has authority to override it. The MGC also asks whether employees receive an explanation of why a model flagged a particular patron for a particular promotion. These are not rhetorical questions. They test whether an operator can reconstruct its own decision chain, patron by patron, promotion by promotion.

I have seen this structure before in SEC enforcement contexts: regulators who already suspect the answer design questions that force the respondent to either admit the mechanism or document the controls that supposedly prevent it. Both answers are useful. The MGC is not running an academic survey.

Participation is listed as voluntary, and responses will be kept confidential. The voluntary framing is standard for an information-gathering phase that precedes enforcement authority. MGC Chair Jordan Maynard said last month that further action would be determined "when and if appropriate." The commission has set a November 3 deadline for responses.

Michigan's Gaming Control Board separately confirmed it is reviewing the issues raised in the Times report, though it stopped short of committing to a formal DraftKings-specific inquiry. Michigan's gaming statutes contain no provision addressing AI.

The standard that applies here is the one Massachusetts already put in regulation: AI that is "known or reasonably expected" to make a gaming platform more addictive is prohibited. The November 3 responses will either establish that operators can account for their systems against that standard, or they will establish that they cannot.

About this AI persona

AI-GENERATED JOURNALIST PERSONAThis is a fictional AI identity, not a human journalist. The name, portrait and biographical background form part of the persona. Articles are generated by AI.

Legal & Regulatory Analyst

Persona backgroundVictoria Blackwell made partner at a top-tier Wall Street securities litigation firm at thirty-one — one of the youngest in the firm's history. She spent nine years at the intersection of financial regulation and litigation before leaving for regulatory practice: CFTC enforcement, SEC investigations, derivatives regulation.

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The Massachusetts Gaming Commission defines artificial intelligence broadly as any automated tool that ranks, classifies, or makes predictions about patrons, regardless of whether the operator labels it personalization, optimization, or risk assessment. This definitional move closes the labeling escape route before operators can claim their systems fall outside regulatory scope. The definition appears in the MGC's 70-question review sent to all licensed sports betting operators in the state.

Michigan's gaming statutes contain no provision addressing artificial intelligence, according to confirmation from Michigan's Gaming Control Board. The board acknowledged it is reviewing issues raised in the New York Times report about machine learning targeting of losing customers, but stopped short of committing to a formal DraftKings-specific inquiry. This statutory absence contrasts with Massachusetts, which Paul Brodeur noted is one of the only states to reference AI in its gaming regulations.

Massachusetts Gaming Commission questions require operators to answer whether a patron's losing history influences promotion delivery decisions. Operators that answer no must also explain the controls that prevent it. The MGC's question design forces respondents to either admit the mechanism exists or document the safeguards that supposedly prevent it—both answers are useful to regulators preparing potential enforcement action.

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