Tuesday, May 26, 2026

Trump Says He ‘Doesn’t Like’ Prediction Markets

Trump likened the U.S. soldier indicted for using insider information on Polymarket to Pete Rose “betting on his own team.”

President Donald Trump speaks at the Build the Red Wall rally at Dream City Church in Phoenix on April 17, 2026.
Arizona Republic

The Trump administration has been supportive of prediction markets, but the president himself threw some cold water on the industry after a U.S. soldier was indicted for using inside information to make more than $400,000 trading on Polymarket.

“The world, unfortunately, has become somewhat of a casino,” President Donald Trump said in the Oval Office Thursday in response to a reporter’s question about U.S army soldier Gannon Ken Van Dyke. The U.S. Department of Justice charged the soldier with unlawfully using confidential government information to make money trading on when the U.S. military would capture Venezuelan President Nicolás Maduro. 

“You look at what’s going on all over the world, in Europe, and every place, they’re doing these betting things,” Trump said. “I was never much in favor of it. I don’t like it, conceptually. But it is what it is.”

“I’m not happy with any of that stuff,” Trump added. “But they have all these different sites. They have predictive markets. It’s a crazy world. It’s a much different world than it was.”

Trump—who has experience owning and operating casinos through companies that filed for Chapter 11 bankruptcy protection—asked if Van Dyke bet on whether the U.S. would capture Maduro or not capture him. When told his money was wagered on the U.S. capturing Maduro, Trump likened the situation to the late MLB star Pete Rose.

“That’s like Pete Rose betting on his own team,” Trump said. “Pete Rose, they kept him out of the Hall of Fame because he bet on his own team. Now if he bet against his team, that would be no good.”

Trump has long shown interest in Rose, saying last March he intended to posthumously pardon the former Reds great, who has the most hits in MLB history. Not long after that, MLB commissioner Rob Manfred removed Rose and 16 others from the league’s permanently ineligible list, paving the way for Rose to be eligible for a Hall of Fame vote in 2027. Rose died in the fall of 2024, reviving consideration of the issue.

Legislation Targeting Insider Trading

The Maduro situation highlights concerns that many lawmakers have been expressing, including Rep. Ritchie Torres (D., N.Y.), who proposed legislation in January as a direct response to the suspiciously timed Polymarket trades tied to the U.S. military action in Venezuela in January.

“I found it shocking that an anonymous trader could pocket $400,000 from the capture of Maduro,” Torres told Front Office Sports at the time. “The fact that the account could have been a government insider is cause for concern. This has all the hallmarks of potential insider trading. That alone is reason enough to legislate.”

In the ensuing months, many other lawmakers have taken notice of the growing prediction-market industry, and numerous bills have been proposed from politicians on both sides of the aisle, including some aimed at prohibiting sports event contracts.

Trump Jr.’s Involvement

While Trump didn’t sound particularly enthused about the proliferation of prediction markets, his son, Donald Trump Jr., is deeply involved in the industry. Trump Jr. is an investor in Polymarket through his investment firm, 1789 Capital, and is also a strategic advisor to Kalshi. 

The Maduro trade was done on Polymarket’s international platform, not its U.S. app. The international platform is not allowed in the U.S., although users can still access it using a VPN. The U.S. app, which is still being fully rolled out, falls under Commodity Futures Trading Commission oversight. The CFTC separately accused Van Dyke of violating the Commodity Exchange Act on Thursday.

CFTC chairman Michael Selig has argued that federal oversight is the appropriate framework for the prediction-market industry, which he views as regulated financial derivatives rather than gambling products. Earlier this month, the CFTC sued the states of Illinois, Arizona, and Connecticut for attempting to ban platforms from offering sports event contracts in their states.

“I have been crystal clear that anyone who engages in fraud, manipulation, or insider trading in any of our markets will face the full force of the law,” Selig said in a Thursday statement

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Southern Schools Silent on Proposed Black Athlete Boycott

The campaign asks Black athletes, fans to boycott several southern athletic departments.
U.S. Senator Richard Blumenthal (D-CT) speaks with the press after the Republican-controlled U.S. House of Representatives passed bipartisan legislation to fund Department of Homeland Security agencies including the Secret Service and Transportation Security Administration in a move to end the partial shutdown that has gripped their operations for nearly 11 weeks, on Capitol Hill in Washington, D.C., U.S., April 30, 2026.

Critics Warn Kalshi and Polymarket Risk a Juul-Style Reckoning

Their advertising methods came under fire from lawmakers this week.

Mamdani Gets 1,000 Cheap World Cup Tickets After FIFA Talks

They’re the cheapest World Cup tickets on the primary market.

Featured Today

May 24, 2026; Evanston, IL, USA; Northwestern Wildcats attack Kathryn Ratanaproeksa (13) shoots against the North Carolina Tar Heels during the first half at Martin Stadium

Can Women’s Lacrosse Buck the Trend in College Sports?

The sport is fighting to prove its worth in the revenue-sharing era.
May 22, 2026

Big Money on the Line on Premier League’s Final Day

Arsenal has won the title, but millions are still at stake.
Texas State mascot
May 22, 2026

Mascot-Reveal Videos Are the Newest College Sports Tradition

Student mascot unmasking videos are going mega-viral.
Charlie Pliner and Nikolas Rohrmann
May 22, 2026

How 2 Brown Undergrads Became Sports Dealmakers

An experimental project turned into a permanent course and business deal network.
May 10, 2026

Trump Administration Ends Standoff With D.C. Public Golf Courses

The National Links Trust and the U.S. Department of the Interior struck a deal.
May 14, 2026

Lawmakers Want Private Equity Out of Youth Sports

Several Democrats have proposed legislation to get PE out of youth sports.
Sponsored

The Hidden Economy of Race Weekend

Learn more about the Vintage Flying Museum and how Spectrum Business is helping them achieve their business goals while fueling their dreams.
April 16, 2026

Saudi PIF Drops Al-Hilal Soccer Team Amid Sports Pivot

The PIF is reportedly considering an exit from LIV Golf. 
Jan 10, 2026; Chicago, IL, USA; Green Bay Packers wide receiver Matthew Golden (0) scores a touchdown against the Chicago Bears during the second half of an NFC Wild Card Round game at Soldier Field.
April 15, 2026

Efforts to Fight Sports Streaming Fragmentation Ramp Up in D.C.

“It’s not only confusing, it’s also damn expensive.”
April 14, 2026

Illinois Politicians Continue Push to Keep Bears in State 

A proposed bill would let the Bears negotiate local tax rates.
exclusive
April 7, 2026

2 Lawmakers Demand FCC Action as Sports Streaming Costs Surge

A pair of Democratic politicians want the agency to do more to protect consumers.