Sunday, October 4, 2026

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

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

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. 

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

Sign up for the
Asset Class Newsletter

Get the latest in sports finance, investment, and transaction activity, straight to your inbox once a week.

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

Sep 12, 2026; Baton Rouge, Louisiana, USA; LSU Tigers head coach Lane Kiffin reacts to an intercept by Louisiana Tech Bulldogs during the first half at Tiger Stadium. Mandatory Credit: Stephen Lew-Imagn Images

Oxford Bulking Up Police Presence for Lane Kiffin’s Return

Ole Miss coach Pete Golden asked fans to be rowdy but respectful.

Robert Kraft Confirms He Blocked Macklemore From Gillette Shows

The rapper’s performances in New Jersey featured pro-Palestinian messaging.

Female Athletes Rail Against Sydney Sweeney Nude Novig Ad

Pro and amateur female athletes say the spot sexualizes women in sports.

Stephen A. Smith: McAfee Has a ‘Different Set of Rules’ at ESPN

Smith signed a nine-figure contract with ESPN last year.
podcast thumbnail mobile
Front Office Sports Today

A Conversation with Randy Levine on the Yankees’ $2.6B Apollo Deal and the Protect College Sports Act

0:00

Featured Today

Oct 4, 2025; Tempe, AZ, USA; General action during the first period of the game between the Arizona State Sun Devils and the Penn State Nittany Lions at Mullett Arena

How Military-Style Workouts in College Sports Get Dangerous

For elite athletes, high-intensity training can be “very appealing.”
September 6, 2026

Is Carolyn Tisch Blodgett the Future Face of Giants Ownership?

Amid changes at top of Giants ownership, eyes are on Tisch Blodgett.
September 4, 2026

Wild Transfer Window Shows How Premier League Towers Over Soccer

Spending in England vastly outstripped the rest of Europe.
September 3, 2026

Teams Are Spending Millions to Build Luxury Locker Rooms

It’s a recruiting pitch, a retention tool, and a seven-figure line item.
September 1, 2026

High School Football Sidelines Are Clogged With Content Creators

Administrators call these amateur newcomers the “pajama paparazzi.”
Mar 28, 2025; Minneapolis, Minnesota, USA; Minnesota Timberwolves minority owners Marc Lore and Alex Rodriguez celebrate the team's win over the Phoenix Suns at Target Center

Why Flood of NBA Team Sales Isn’t Slowing

Often it’s less about love of team, more about love of returns.
Tennis - French Open - Roland Garros, Paris, France - May 28, 2026 France's Moise Kouame reacts during his second round match against Paraguay's Adolfo Daniel Vallejo REUTERS/Guglielmo Mangiapane
May 29, 2026

Lawyers Explain Odd Case of Moïse Kouamé’s French Open Prize Money

Kouamé has secured nearly $220,000 by advancing to Round 3 in Paris.
May 24, 2026; Las Vegas, NV, USA; Yoni Andica (COL) during the weightlifting competition at the Enhanced Games at Resorts World Las Vegas. Mandatory Credit:
August 18, 2026

Enhanced Games Parent Company Posts $62M Loss After Debut Event

Enhanced Groups is now focusing on supplements and smaller events.
Sponsored

Drew Weatherford’s Bet on the Youth Sports Economy

Drew Weatherford discusses investing across the youth, college and professional levels.
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.
October 23, 2025

Can Travis Kelce Save Six Flags?

The NFL star joined an activist investor in pushing for change.
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.
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.
Christie's
October 21, 2025

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

An ultra-rare sports collection is about to hit the auction block.