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NYT Investigation: How Prediction Market Companies With Trump Family Ties Won Over the CFTC

A New York Times investigation reveals that last fall, three prediction market companies with ties to the Trump family’s business empire engaged in a high-stakes regulatory battle inside the CFTC — and they won.

By Max Gilson Updated May 27, 2026
Kalshi and Prediction Markets

A New York Times investigation published last week reveals the behind-the-scenes struggle that led the Commodity Futures Trading Commission to green-light prediction market platforms offering sports event contracts and other real-world outcome bets. Three companies, each with ties to the Trump family’s business empire, fought a months-long battle inside the red brick walls of the CFTC last fall to secure the regulatory clearance they needed to expand their operations. Senior career officials raised concerns about whether some platforms were treating small bettors fairly, but the companies ultimately prevailed.

The investigation, written by Sharon LaFraniere and David Yaffe-Bellany, provides the most detailed account to date of how the prediction market industry overcame internal CFTC resistance to win the oversight framework they wanted — one that allows them to offer event contracts without obtaining state gambling licenses. The companies in question allow Americans to bet on everything from whether the United States will take over Cuba to what color tie President Trump will wear at a given occasion, as well as a growing array of sports contracts that traditional sportsbook operators argue are functionally indistinguishable from sports betting.

Career Official Concerns Were Overridden

According to the Times investigation, senior career officials inside the CFTC were concerned about whether Crypto.com and other prediction market platforms were treating small retail bettors fairly. Those concerns were among the internal objections that were navigated as the companies sought regulatory endorsement for their products. The fact that the companies succeeded in moving past those objections — in a regulatory environment that the same officials acknowledged was not designed to oversee gambling — is significant context for understanding how the current CFTC-regulated framework came to exist.

The Trump family business connections referenced in the investigation add political complexity to what is already a charged regulatory debate. President Trump has publicly endorsed prediction markets as a “new form of Financial Market” and backed the CFTC as the appropriate regulator, a position that aligns directly with the companies’ interests. Critics, including Nevada Representative Dina Titus and several state attorneys general, have argued that the CFTC lacks both the mandate and the expertise to serve as a gaming regulator and that the agency is being used to circumvent state-level consumer protection frameworks that apply to all licensed gambling operators.

What This Means Going Forward

The NYT investigation is likely to intensify congressional scrutiny of the CFTC’s decision-making process around prediction markets. Legislators who have been skeptical of the agency’s expanded role in overseeing event contracts now have a more detailed public account of the internal deliberations that led to the current regulatory status quo. Whether that leads to legislation — such as the Fair Markets and Sports Integrity Act proposed by Titus — or further legal action by states remains to be seen.

For bettors and sports fans evaluating prediction market platforms, the investigation raises questions about consumer protections, the treatment of small retail participants, and the long-term regulatory durability of the current framework. Traditional licensed sportsbooks are subject to state-level oversight, mandatory responsible gambling tools, and anti-money-laundering controls that prediction market platforms operating under CFTC authority are not required to replicate in the same way. That disparity is at the heart of the industry fight that continues to play out in courts, legislatures, and the White House.

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