• Loading stock data...
Sunday, December 28, 2025

Kalshi Advisor Donald Trump Jr. Joins Rival Polymarket Board

Trump Jr.’s 1789 Capital is making an eight-figure investment in the controversial prediction-market company.

Donald Trump Jr
Arizona Republic

Donald Trump Jr. is investing in prediction-markets exchange Polymarket through his venture capital firm, a curious move that could create the appearance of a conflict of interest since the president’s son is separately a “strategic advisor” for rival Kalshi.

As part of the undisclosed investment from Palm Beach, Fla.–based 1789 Capital, Trump Jr. will also join Polymarket’s advisory board, according to a statement. The firm is injecting “double-digit millions of dollars” into Polymarket, Axios reported.

The news comes as Polymarket has been making a push to reenter the U.S. market. It has been banned from operating in the country as part of a 2022 settlement with the Biden Administration.

Other recent moves signaling the imminent reentry into the U.S. include the company’s June agreement to become the official prediction markets partner for X/Twitter, the announcement a few weeks later by Polymarket founder Shayne Coplan that the company had “been cleared of any wrongdoing” in a federal investigation, and its July acquisition of QCX, a small derivatives exchange that was recently licensed by the Commodity Futures Trading Commission. Coplan was the subject of an FBI raid last year, with agents taking electronics from his apartment. In his words, they were “looking for anything that could imply foul play.”

Additionally, the company has been running ads suggesting it will be available in the U.S. any day now, and reportedly its reentry could take place within the next two weeks.

Trump Jr., who has been a strategic advisor to Kalshi since January, said in Tuesday’s press release that “the U.S. needs to access this important platform.”

A spokesman for Trump Jr. tells Front Office Sports “This doesn’t change anything regarding Don’s role with Kalshi. Don is committed to supporting the prediction market industry as a whole and couldn’t be more excited about his new role with Polymarket.”

Kalshi declined to comment. When the company announced it was bringing him on, Kalshi said Trump Jr.’s “bold business mindset and deep understanding of market dynamics perfectly align with Kalshi’s mission to redefine how America engages with information.”

Trump Jr. being involved with both Polymarket and Kalshi is odd, although it’s not clear whether this rises to the level of a legal or regulatory conflict of interest. Trump Jr.’s role with Kalshi is a paid position, according to Axios

Polymarket and Kalshi are rivals in the nascent, but growing, area of prediction markets. 

Both companies have engaged in outlandish behavior, including on social media and through some of the event contracts they offer. They also both recently raised millions of dollars; in June, one day after Bloomberg reported Peter Thiel’s Founders Fund led a more than $200 million investment in Polymarket at a $1 billion valuation, Kalshi scored $185 million in a funding round led by crypto-focused venture capital firm Paradigm.

Prediction-market platforms like Kalshi and Polymarket give users the ability to trade money on outcomes of events, such as whether there will be a recession this year or whether it will rain in New York City today. As of this year, both companies offer sports event contracts, which allow users to trade on matters like which team will win a given game. 

The sports offerings have drawn the ire of state regulators, which have jurisdiction over sports gambling, and the NFL has warned that their offerings are identical to traditional sports betting—but with less oversight and regulation.

Representatives for the CFTC and 1789 Capital did not immediately respond to requests for comment. 

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Biggest Questions Looming for 7 Leagues in 2026

Leagues are facing questions that will shape their impact going into 2026.
Oct 10, 2025; Phoenix, Arizona, USA; Las Vegas Aces center A'ja Wilson (22) celebrates with teammates after game four of the 2025 WNBA Finals at Mortgage Matchup Center.

The Year of A’ja Wilson

No one in basketball had a bigger year.
Feb 9, 2025; New Orleans, LA, USA; Philadelphia Eagles quarterback Jalen Hurts (left) and head coach Nick Sirianni celebrate with the Vince Lombardi Trophy after defeating the Kansas City Chiefs during Super Bowl LIX at Ceasars Superdome

From Record Super Bowl Ratings to WNBA CBA Talks: 2025 in Charts

Seven data visualizations that defined the business of sports in 2025.
Dec 23, 2025; San Antonio, Texas, USA; Overall view of Frost Bank Center during the second half of a game between the San Antonio Spurs and the Oklahoma City Thunder.

Kalshi Purges Social Media Affiliates With Antisemitic Posts

The affiliate badge program on social media continues to cause controversy.

Featured Today

Heated Rivalry (L to R) - Connor Storrie as Ilya Rozanov and Hudson Williams as Shane Hollander in Episode 104 of Heated Rivalry. Cr. Sabrina Lantos © 2025

Hockey Needed Some Virality. Then Came ‘Heated Rivalry’

No one was prepared for the Canadian show’s smash success.
Rob Manfred
exclusive
December 23, 2025

MLB Teams Fear League Will Pick Winners and Losers in Tech

One company under consideration was founded by a top MLB exec’s uncle.
December 23, 2025

What It Takes to Pull Off Florida’s First Outdoor NHL Game

The Rangers will face the Panthers in Miami’s first NHL Winter Classic.
December 14, 2025

How Pickleball Became One Massive Private-Equity Rollup

Pickleball roads lead back to billionaire Tom Dundon.
Oct 12, 2025; Kansas City, Missouri, USA; Kansas City Chiefs tight end Travis Kelce (87) takes the field prior to a game against the Detroit Lions at GEHA Field at Arrowhead Stadium.

Can Travis Kelce Save Six Flags From Free Fall?

The NFL star joined an activist investor in pushing for change.
Oct 5, 2025; New Orleans, Louisiana, USA; Former New Orleans Saints quarterback Drew Brees smiles prior to the game against the New York Giants at Caesars Superdome.
October 21, 2025

Drew Brees Flag Football League Sells to PE Amid Youth Boom

Football ‘N’ America operates 24 flag football leagues across the country.
Sep 25, 2025; Boston, MA, USA; Boston Celtics lead owner and governor Bill Chisholm speaks during a press conference at Auerbach Center.
October 22, 2025

The NBA’s Expanding Private-Equity Footprint

There is a PE connection of some kind for 20 of 30 teams.
Sponsored

The Hidden Tech Behind Every Touchdown

Nearly two-thirds of NFL stadiums already rely on Cisco networks, and the Super Bowl will showcase the full scale of the partnership.
Christie's
October 21, 2025

Lou Gehrig’s $4M Jersey and the Exploding Sports Memorabilia Market

An ultra-rare sports collection is about to hit the auction block.
Jason Belzer
October 17, 2025

College Sports Is ‘Too Big of an Opportunity’

Panelists at the Asset Class summit agreed college sports is the next frontier.
Jon Ledecky
October 17, 2025

Islanders Owner Warns WNBA Against Labor Strife: ‘No Bueno’

Jon Ledecky drew a stark contrast between the two leagues.
Dave Checketts
October 17, 2025

Ex-Knicks President: When David Stern Accused Me of Skirting Cap

The Knicks walked away clean when accused of cap circumvention in the 1990s.