Sunday, July 26, 2026

Underdog Makes Major Job Cuts in Pivot to Prediction Markets

Underdog has undergone a significant round of layoffs that affected at least 125 people. The staff reduction comes amid a shift in strategy toward prediction markets.

Underdog Fantasy
Underdog Fantasy

Underdog has laid off at least 125 people, including cutting two-thirds of its fraud operations team, a move that comes as the company’s focus shifts from traditional sports betting and paid fantasy draft contests to prediction markets.

The layoffs are much more significant than initially thought. Earlier on Monday, Front Office Sports reported that at least 15 total people were laid off, based on social media posts from now-former employees. Following publication, additional staff reached out, with one telling FOS the total number is at least 125 people, or just more than 20% of the company’s workforce. Underdog has more than 600 total employees, according to LinkedIn.

In a statement to FOS, Underdog CEO and founder Jeremy Levine pointed to the company’s pivot to prediction markets as the primary reason for the cuts.

“We transitioned our business this year. We went from a focus on a state-by-state framework to a national prediction markets platform with seamless offerings across the country,” Levine says. “It’s simply a different operation, and the changes we made are a part of that transition. We take pride in hiring people who are passionate, good human beings and who really care about their work, so if you’re hiring and come across an ex-Underdog person you’d be lucky to have them and call me for a reference.”

Affected employees were informed of the layoffs on Friday, Feb. 27. In addition to substantial cuts in the fraud operations department, Underdog reduced jobs across areas like customer support, graphics, marketing, and “drafts”—a product offering daily and season-long draft-based games.

One person who was impacted by the layoffs tells FOS that while they do not know the full scope, “I do know it is significant.”

Another, who says at least 125 jobs were cut, tells FOS they were a “top performer” on their team who “put my heart and soul into my job only to get fucked over in the most unserious way.”

Multiple people impacted say that a meeting was put on their calendar roughly an hour before lunchtime, and a message was sent in Slack—the company’s internal communication platform—apologizing for the short notice and saying that those who had received the invite should attend. The call informing them they had been laid off was short, and by the time the meeting was over, access to company property, including email and Slack, “had been cut,” according to one person. Multiple people say that roughly an hour later, a human resources manager called to confirm they had joined the meeting and to ask if there were any questions.

“It was definitely a surreal feeling,” one person tells FOS.

A Strategic Shift

Employees were told that the company’s “strategic shift” was the reason for the cuts. Underdog announced in September that it was entering prediction markets through a deal with Crypto.com, which would allow users in 16 initial states to trade on event contracts across the NFL, NBA, MLB, college football, and more. 

Underdog had previously seemed primed to grow its traditional sports betting business, but the company has changed gears after the explosive growth of prediction markets since early last year. For instance, although it used to offer traditional sports betting in North Carolina, it shut down that operation in December, not long after dropping plans to obtain a license to offer sports betting in Missouri.

Meanwhile, last March, Underdog reached a deal with the New York State Gaming Commission under which it paid $17.5 million to settle claims it was unlawfully offering “certain types” of contests in the state.

For the moment, the regulatory environment for prediction markets seems less burdensome than traditional sports betting, which is regulated on a state-by-state basis. The president’s son, Donald Trump Jr., is an investor in Polymarket and an advisor to Kalshi, and Trump’s social media platform, Truth Social, plans to launch its own prediction-market platform in partnership with Crypto.com—the same company Underdog has teamed with.

The Trump administration has signaled support for the prediction-market industry, despite it facing a growing pile of legal threats from state regulators. Last month, Mike Selig, the recently approved chairman of the Commodity Futures Trading Commission—the regulator that oversees prediction markets—made clear he will fight for the industry.

“To those who seek to challenge our authority in this space, let me be clear: we will see you in court,” he said.

“That was a gut punch.”

Another Underdog employee who was laid off, customer support associate Marco Sandoval, posted a more than 13-minute video on YouTube explaining his experience. Sandoval, who worked remotely from Uvalde, Texas, is married with four kids. “This isn’t the best news,” he said in the video.

According to Sandoval, there was an announcement on Slack telling people to join a meeting, but no details were disclosed. “‘Big announcement,’ those are the words they used,” Sandoval said. He thought there may be a new partnership or some other company-related news.

Instead, after a few minutes of waiting, Levine popped up on the screen, looking “distraught,” Sandoval said. Levine apologized and said that whoever received this message had been laid off. “Wow, I did not see that coming,” Sandoval said. “That was a gut punch.”

Sandoval, who was with Underdog for a little less than two years, said he will receive eight weeks’ pay and may keep his company-issued laptop. Despite his disappointment in being laid off, he said he understands this wasn’t personal. “It is what it is, it’s business,” Sandoval said in his video. 

Another person who spoke to FOS worked at Underdog longer than Sandoval. They say they will also get to keep their company laptop and receive 12 weeks’ severance pay. 

The person says they understand what Underdog did “from a business sense.” But, “there is no doubt they could have conducted themselves and this shift in a better way, and they do underestimate the negative hit they will take as a result,” they added.

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

Engelbert Dodges Question on Her Future as Commissioner

The WNBA commissioner has been under pressure over multiple perceived scandals.

Michigan AD Warde Manuel to Get $7M Buyout

Manuel will step down at the end of 2026.

How 6 World Cup Games Turned One Man Into a Philadelphia Legend

Jimmy King gave the inside look into Philadelphia’s World Cup.

Packers Made Whopping $753 Million in Revenue Last Season

The Packers, and the NFL overall, remain a financial behemoth.
podcast thumbnail mobile
Front Office Sports Today

7/24/26 – Mark Cuban Buys Into A’s, Raiders Sign Mendoza, Sophie Cunningham’s Meteoric Rise

0:00

Featured Today

Tom's Watch Bar

Sports Bars Are Cashing In From Summer of Soccer

The World Cup has brought a windfall to America’s biggest sports bars.
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
July 16, 2026

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.
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)

Kalshi, Netflix: Controversial Bet in Trailer Was Made Before Nevada Ban

A documentary clip appeared to show a Kalshi bet being made illegally.
Premier Lacrosse Leauge
July 21, 2026

PLL Quietly Struck Exclusive Deal With Polymarket

The deal with the Premier Lacrosse League was signed earlier this year.
May 7, 2026; Oklahoma City, Oklahoma, USA; Los Angeles Lakers forward LeBron James (23) reacts after a play against the Oklahoma City Thunder in the first half during game two of the second round of the 2026 NBA Playoffs at Paycom Center. Mandatory Credit: Alonzo Adams-Imagn Images
July 24, 2026

Prediction Markets Had No Clue Where LeBron Was Going

Philadelphia’s chances on Kalshi spiked just before the news broke.
Sponsored

Inside the EY 2026 Sports Engagement Index: The Real Map of American Sports Participation

EY’s latest index explores how shifting U.S. fan behaviors are expanding the definition of sports engagement.
May 27, 2026; Chicago, Illinois, USA; Chicago Sky guard Natasha Cloud (9) brings the ball up court against the Toronto Tempo during the first half at Wintrust Arena. Mandatory Credit: Kamil Krzaczynski-Imagn Images
Exclusive
July 16, 2026

WNBA’s Cloud Calls Out Engelbert Over Sports Bettor Threats

Cloud said she constantly receives racist messages online.
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
July 15, 2026

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.
July 13, 2026

Bryce Harper Says FanDuel Used His Video Without Consent

“What happened here went beyond anything I knew about or approved.”
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.