• Loading stock data...
Tuesday, December 2, 2025

Sports Betting Companies Holding Comic at Arm’s Length After Trump Rally

With his DraftKings deal in question, sources told FOS that Hinchcliffe’s agent has contacted other sports gaming companies.

Tony Hinchcliffe at Donald Trump rally.
Tony Hinchcliffe at Donald Trump rally, Oct. 27, 2024. Credit: C-SPAN

Before his appearance at former President Donald Trump’s rally in New York on Oct. 27, comedian Tony Hinchcliffe was quietly one of DraftKings’ most productive brand ambassadors. 

The promo codes Hinchcliffe offered up on social media and elsewhere drove referrals to DraftKings before his racist jokes—ones that weren’t dissimilar in tenor from his appearance at Tom Brady’s Netflix roast earlier this year—complicated that relationship. Front Office Sports reported Monday that DraftKings was reassessing its relationship, but the company has not definitively said it has cut Hinchcliffe, known as “Kill Tony,” loose. 

“They could be waiting for this to blow over,” said one longtime betting industry insider who was granted anonymity due to the sensitive nature of the subject matter. 

In the meantime, Hinchcliffe’s agent, Nick Nuciforo of United Talent Agency, had discussions last week with other sports betting and daily fantasy companies, two sources with knowledge of those discussions told FOS. Nuciforo did not respond to a request for comment before publication. 

“Nobody wants to work with him until the news cycle dies down,” one of those sources said. 

There continues to be fallout from Hinchcliffe’s set. Several major Puerto Rican celebrities who had not previously weighed in on the election endorsed Harris, while there is some evidence that Harris’s standing among Puerto Rican and Latino voters has improved in recent days. 

Major companies that utilize brand ambassadors have been quick to distance themselves from athletes and celebrities facing controversy, including Apple cutting ties with then-Texans quarterback Deshaun Watson in 2021 after he was accused of sexual misconduct in a series of lawsuits. 

Sports betting and daily fantasy companies are no different, although they operate in the political sphere at the state level in ways many industries do not.

“Gaming companies will support both sides of the aisles in different states to get more favorable gaming regulations or licensing deals,” another veteran gambling industry employee said. 

DratKings is in a tough spot with Hinchcliffe. Publicly terminating his deal due to comments at the Republican presidential candidate’s rally would play well in blue states, but may not be viewed the same by politicians in red states. 

DraftKings currently operates in 26 states and, along with FanDuel, has dominated the sports betting market since the Supreme Court opened up state-sanctioned sports betting nationwide in 2018. DraftKings and FanDuel control about 70% of the legalized sports betting market in the U.S. A major factor in both companies’ rise is sports betting was maneuvering the political and legal landscape from the rollout of daily fantasy about a decade ago. 

And Hinchcliffe wasn’t DraftKings’ only recent ambassador headache. Last week, betting analyst Taylor Mathis locked her account and—like Hinchcliffe—removed references to DraftKings in her social media accounts after she was accused of being involved in a crypto pump-and-dump scheme. 

“DraftKings is probably one of the most recognizable brands in the country right now,” one of the veteran insiders said. “If I was them, I’d have no ambassadors.”

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Feb 14, 2024; Kansas City, MO, USA; A general overall aerial view of Kauffman Stadium (foreground) and Arrowhead Stadium at the Truman Sports Complex.

Missouri’s Betting Debut Comes As Chiefs, Royals Eye New Homes

The state had been one of the largest without legalized wagering.
Shayne Coplan. 60 Minutes/YouTube

Polymarket and Kalshi CEOs Say They’re Changing the World

They also insist they don’t run gambling platforms.

Cohen’s $8B Casino Dream Next to Citi Field Wins State Support

The long-planned casino project is recommended for license approval.
John Fisher
opinion

Tanking Is Hurting Pro Sports More Than Gambling Ever Could

Something much worse than gambling is killing sports.

Featured Today

Big League Wiffle Ball

Celebrity-Backed Wiffle Ball Has Big-League Aspirations

Big League Wiffle Ball team owners include Kevin Costner and David Adelman.
November 24, 2025

How NBA Arena Experiences Went Ultra-Luxe

For the most connected guests, the game has become a secondary attraction.
Nov 23, 2025; Inglewood, California, USA; Los Angeles Rams quarterback Matthew Stafford (9) throws a pass against the Tampa Bay Buccaneers during the fourth quarter at SoFi Stadium.
November 24, 2025

Stafford, Rams Rise From the Pack to Super Bowl Contention

The NFL team now has the top odds to win Super Bowl LX.
Nov 16, 2025; Orlando, Florida, USA; NJ/NY Gotham FC celebrate after scoring during extra time against Orlando Pride at Inter&Co Stadium
November 22, 2025

The NWSL Is Growing at Breakneck Pace. Can It Keep Surging?

While the league surges, it also must survive two major challenges.
opinion

Polymarket and Kalshi Are Shitposting Their Way to Legitimacy

Polymarket and Kalshi’s social media posts are unhinged. Investors call it “authenticity.”
Oct 12, 2025; Kansas City, Missouri, USA; Kansas City Chiefs quarterback Patrick Mahomes (15) fumbles the ball against the Detroit Lions during the first half at GEHA Field at Arrowhead Stadium
November 27, 2025

Kalshi Hit With Nationwide Class Action Over ‘Illegal Sports Betting’

The suit is filed on behalf of thousands of proposed class members.
NYSE. A U.S. flag is displayed as traders work on the floor at the New York Stock Exchange (NYSE) in New York City, U.S., November 19, 2025.
November 27, 2025

Robinhood Exec Says Prediction Markets Don’t Need Sports to Win

Economic issues are the “core wood” that’s always burning, JB Mackenzie tells FOS.
Sponsored

How HOKA is Reimagining the NIL Relationship

On Location is redefining the Olympic experience by creating lasting connections beyond the Games.
The BetMGM Sportsbook opened for business during the season opener between the Kansas City Chiefs and the Arizona Cardinals on the Great Lawn outside of State Farm Stadium.
November 25, 2025

Judge Erases Kalshi’s Early Win in Legal Fight With Nevada 

The state’s gaming regulator can demand Kalshi stop offering sports event contracts.
November 24, 2025

ESPN Betting Czar: Why We Pivoted From Penn to DraftKings

DraftKings “has similar ways of operating as ESPN” says ESPN’s betting VP.
DraftKings
November 21, 2025

Sports Betting in Flux As Gambling Giants Enter Prediction Markets

Both sides continue to push for legalized, regulated sports betting nationwide.
Nov 13, 2025; Salt Lake City, Utah, USA; Atlanta Hawks forward Onyeka Okongwu (17) makes a three point basket over Utah Jazz center Jusuf Nurkic (30) during the first quarter at Delta Center.
exclusive
November 14, 2025

Kalshi Adds NBA Prop Markets As Betting Crackdowns Surge

A Kalshi spokesperson says it has “robust” protections in place.