Thursday, July 16, 2026

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.”

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

July 14, 2026; Arlington, Texas, U.S.; France's Kylian Mbappe looks dejected after the match as France are eliminated from the World Cup. Mandatory Credit: Jerome Miron-Imagn Images

France’s World Cup Loss a Big Win for Sportsbooks

France was the biggest World Cup liability for several sportsbooks.
Philadelphia Phillies first baseman Bryce Harper (3) bats against Detroit Tigers during the first inning at Comerica Park in Detroit on Sunday, July 12, 2026.

Bryce Harper Says FanDuel Used His Video Without Consent

“What happened here went beyond anything I knew about or approved.”
Jun 29, 2026; Philadelphia, Pennsylvania, USA; Philadelphia Phillies first baseman Bryce Harper (3) watches his home run against the Pittsburgh Pirates during the third inning at Citizens Bank Park.

How Bryce Harper Ended Up Making Video for FanDuel Whale

Harper didn’t know how the video would be used, sources tell FOS.
FILE PHOTO: Signage is seen outside of the US Commodity Futures Trading Commission (CFTC) in Washington, D.C., U.S., August 30, 2020.

Novig Founder Isn’t Worried About Kalshi, Polymarket’s Head Start

The Novig CEO says prediction markets are a better product than traditional sportsbooks.
podcast thumbnail mobile
Front Office Sports Today

7/16/26 – World Cup Final Set, Kawhi Probe, FanDuel VIP Scandal Deepens

0:00

Featured Today

Jun 16, 2026; East Rutherford, New Jersey, USA; France forward Michael Olise (11) controls the ball against Senegal during a Group I match of the 2026 FIFA World Cup at New York New Jersey Stadium

Where World Cup Stars Go to Customize Their Cleats

The world’s best players turn to a Scottish craftsman for perfect cleats.
July 10, 2026

What the World Cup Means to Erling Haaland’s Tiny Hometown

The tournament’s breakout star is from a rural Norwegian town.
July 10, 2026

Why So Many Media Outlets Are Rushing Into Sports

Sports coverage has ballooned in every corner of media.
Pillow Fight Championship
July 8, 2026

How Obscure Sports Get Mainstream TV Deals

For niche sports, getting on TV often matters more than getting paid.
ATLANTA, GA - September 05: Georgia Lottery fireworks after the game against the Seattle Mariners at Truist Park on Friday, September 5, 2025 in Atlanta, Georgia.
July 2, 2026

Inside the Spectacle and Science of MLB Fireworks

Postgame fireworks are lighting up baseball for America250.
Sponsored

Europe Hits Highs and Lows in Thrilling World Cup

Europe has dominated the 2026 FIFA World Cup, but shocking upsets have reshaped the tournament. See the key trends, odds, and semifinal storylines.
June 29, 2026

Malik Beasley Latest NBA Player Indicted in Federal Gambling Probe

Beasley coordinated with Ed Davis to fix games, according to the indictment.
June 30, 2026

Jordan Spieth Says Betting Is Changing Golf—and Could Affect Outcomes

The golfer suggested U.S. Open fans were betting against Wyndham Clark.
Sponsored

Clase Azul Tequila Founder’s Soccer Ownership

Arturo Lomeli talks about managing a tequila brand and two soccer clubs.
Kentucky Attorney General Russell Coleman sits for an interview at his office in Frankfort, Ky., on Dec. 18, 2025.
June 23, 2026

CFTC Sues Kentucky After State Takes Aim at Kalshi, Polymarket

Kentucky is the ninth state the CFTC has sued since April.
Kalshi's logo is displayed on a smartphone placed on a reflective surface onto which a betting curve is projected in Creteil, France, on March 9, 2026, during a major scandal and a $54 million lawsuit concerning bets related to recent strikes in Iran. (Photo by Samuel Boivin/NurPhoto)NO USE FRANCE
June 19, 2026

Kalshi’s Tarek Mansour Talks Giannis, Don Jr., Supreme Court

The Kalshi cofounder discussed critics, CFTC rulemaking, and more.
Reuters FILE PHOTO: Kalshi logo appears in this illustration created on April 22, 2026.
June 17, 2026

Kalshi CEO Downplays Polymarket Rivalry

Tarek Mansour says Polymarket’s scandals risk sullying the entire industry.
In this photo illustration, a mobile device displays the Kalshi logo while a laptop displays the webpage of the prediction market platform in Copenhagen, Denmark, on February 10, 2026. (Photo by Kristian Tuxen Ladegaard Berg/NurPhoto)
June 11, 2026

CFTC’s Proposed Rules Won’t Quiet Prediction-Market Critics

Markets tied to physical altercations or referee decisions would be flagged.