Daniel Vest spent thousands of dollars with DraftKings over several years. By his account, the company sent him at least seventy promotional messages in a single month — emails, texts, offers — each one calculated to bring him back to the platform. He filed a proposed class action in the US District Court in Boston, and his case now sits alongside a second lawsuit as the legal architecture around sports betting's use of machine learning begins to take shape.
The Vest complaint draws directly from a New York Times investigation that interviewed former DraftKings employees about systems designed to identify losing customers who might respond to promotional incentives. DraftKings has denied using AI to target customers based on losses or indicators of problem gambling. The denial is unambiguous. What makes it legally interesting is that the complaint does not need to prove the system worked as designed — it needs to establish that customers were not told the system existed.
That is the Massachusetts statutory hook. The allegation is not only harm but concealment: that DraftKings violated state law by failing to disclose its use of AI in customer marketing. Attorney General Andrea Campbell's office noted the allegations raise serious concerns about technology deployed against vulnerable consumers. State Auditor Diana DiZoglio has said the accusations, if proven, would be unacceptable. Neither office has filed charges. But the dual signal from two state officials on the same case is not ambient noise.
FanDuel's position is worth noting here, though the sources do not detail what the company has disclosed or when. The fact that FanDuel has released new details about personalized VIP marketing — voluntarily, or in response to scrutiny — suggests the industry is calibrating its disclosure posture in real time. That calibration is itself informative. Companies do not get ahead of disclosure requirements they believe they are already meeting.
The consensus read of the DraftKings litigation is that it follows a familiar pattern: a sympathetic plaintiff, an aggressive complaint drawn from journalism, and a long road to class certification. That may be right about the timeline. I do not think it is right about the exposure. The distinction the Vest complaint is drawing — between what a company does and what it tells customers it is doing — is one that Massachusetts courts have treated as a standalone violation, independent of whether the underlying conduct caused quantifiable harm. If that theory survives a motion to dismiss, the disclosure failure becomes the case, and DraftKings' denial about its AI use becomes relevant but not dispositive.
DraftKings deployed machine learning systems designed to identify losing customers who might respond to promotional incentives, according to former employees interviewed by the New York Times. The company has denied using AI to target customers based on losses or problem gambling indicators. Daniel Vest's complaint alleges he received at least seventy promotional messages in a single month—emails, texts, and offers—each calculated to bring him back to the platform.
Massachusetts statutory law requires disclosure of AI use in customer marketing, and the Vest complaint alleges DraftKings violated this requirement by failing to inform customers that such systems existed. The complaint does not need to prove the system worked as designed; it only needs to establish that customers were not told the system existed. Massachusetts courts have treated disclosure failures as standalone violations independent of quantifiable harm.
If the disclosure theory survives a motion to dismiss in US District Court in Boston, the disclosure failure becomes the central case rather than whether the underlying AI conduct caused harm. Massachusetts courts apply a reliance framework—whether a reasonable consumer informed of the practice would have made a different decision—which shifts focus from damages to the concealment itself.
FanDuel's release of new details about personalized VIP marketing suggests the industry is recalibrating its disclosure posture in real time, likely in response to the Vest litigation and regulatory scrutiny from Massachusetts Attorney General Andrea Campbell and State Auditor Diana DiZoglio. Companies do not typically get ahead of disclosure requirements they believe they are already meeting, indicating the industry views current exposure as material.