Saturday, September 5, 2026
The FOS App is Live Download It Now

Wall Street Sends Mixed Signals on ESPN-Penn Breakup

By ending the ESPN Bet deal early, Penn Entertainment shed itself of an expensive deal that wasn’t working. What happens next for the company is uncertain.

ESPN Bet broadcasts inside the PGA Tour Studios building in Ponte Vedra Beach, Florida, on March 14, 2025. [Clayton Freeman/Florida Times-Union]
Florida Times-Union

Wall Street doesn’t know yet what to make of Penn Entertainment’s accelerated divorce from ESPN. 

The initial hours following the early Thursday announcement from the two companies to shutter the ESPN Bet sportsbook brought a whirlwind of activity, but also left plenty of questions.

Initially, investors cheered the deal, with Penn Entertainment stock shooting up about 10% in premarket trading, and then by about 5% at the opening bell. Those gains, however, were quickly erased, as by mid-morning shares were in negative territory. Penn Entertainment stock ended the day down more than 10% to $14.65 per share. ESPN parent company Disney saw its shares fall by less than 1% while stock in DraftKings, reunited with ESPN in a multiyear deal based around content and marketing, rose marginally.

The demise of ESPN Bet is an acknowledgment of the clear and, for the two companies, painful reality: ESPN Bet was stuck at a low, single-digit percentage of market share in most key states with legal sports betting, and was never going to get anywhere near the intended 20% position by 2027 as the sports duopoly of FanDuel and DraftKings remains largely intact. 

Cutting ties now allows Penn Entertainment to save hundreds of millions of dollars in fees and stock warrants to ESPN, as well as in marketing costs. The 10-year, $2 billion deal, reached in August 2023, had called for $150 million in annual cash payments from Penn Entertainment to ESPN, as well as about $500 million in warrants.

Penn Entertainment will now rebrand its U.S. sportsbook to theScore, a brand it already works with in Ontario.

“We view the ESPN Bet termination as a significant positive for Penn,” JPMorgan analysts wrote Thursday in a research note. “ESPN Bet/Penn’s expensive [online sports betting] has been a distraction for investors and management for several years (going back to Barstool) and overshadowed a fairly solid land-based business that offered an attractive pipeline of growth projects.”

Company Path

Penn Entertainment said its brick-and-mortar casinos and racetracks will indeed be a key focus going forward. Third-quarter earnings, also released Thursday, however, revealed a net loss that soared from a prior $37.5 million to $865.1 million. Revenue grew 5% to $1.7 billion, but company executives said a heightened focus on profitability will be paramount in a post-ESPN era.

“We made these digital investments to make money, to deliver a return for our shareholders. We have not done that yet,” Penn Entertainment CEO and president Jay Snowden said Thursday in an earnings call. “That’s the focus in 2026, and moving forward, to deliver profitability for our shareholders, which will only grow over time.”

In the final termination agreement, ESPN will retain vested warrants to purchase 7.96 million shares of Penn Entertainment with a weighted strike price of $28.95, a figure much closer to the company’s stock value when the deal was originally made more than two years ago. Since then, Penn Entertainment shares have fallen by more than a third. 

All other unvested and performance-based warrants, potentially worth hundreds of millions of dollars, have been forfeited by ESPN.

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

Opinion

Winners and Losers of NBA’s Stiff Clippers Ruling

The punishments have sent shock waves around sports media.
Sep 30, 2024; Inglewood, CA, USA; Los Angeles Clippers forward Kawhi Leonard (2) talks with team owner Steve Ballmer during media day at Intuit Dome. Mandatory Credit: Jayne Kamin-Oncea-Imagn Images

Clippers Punishment Puts Disputed ESPN Report Under Spotlight

An NBA spokesperson previously called the ESPN report inaccurate.

Prediction Markets Arrive on Supreme Court’s Doorstep

New Jersey asked the Supreme Court to weigh in.
First at FOS

Massachusetts Reviewing Bill Simmons’s Proxy Betting Admission

Simmons said he had his daughter’s boyfriend place bets for him.
podcast thumbnail mobile
Front Office Sports Today

9/4/26 – Judge Clears Pros for College, Good Good CEO Out, Russini Plots Comeback

0:00

Featured Today

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.”
Aug 3, 2026; Washington, D.C., USA; Alexandra Eala (PHI) kisses the championship trophy during the trophy ceremony after her match against Jessica Pegula (USA) (not pictured) in the women's singles final of the 2026 Mubadala DC Open at Rock Creek Park Tennis Center. Mandatory Credit: Geoff Burke-Imagn Images
August 30, 2026

How Alex Eala Turned the Philippines Into a Tennis Nation

A December homecoming match could break tennis’s attendance record.
August 26, 2026

Deshaun Watson Has Done the Impossible: Unite Browns Fans

Watson was named the starter after complaining boos were “personal.”
First at FOS

Three Big Tennis Tournaments Are in Prediction-Market Talks

Players are not allowed to partner with betting operators.
Sports are shown on TVs behind a bar as guests enjoy the grand opening of DraftKings Sports & Social in Ohio.
August 7, 2026

DraftKings, FanDuel Downplay Prediction-Market Cannibalization

Traditional sportsbooks have a new set of competitors.
Aug 13, 2026; Metairie, LA, USA; Detailed view of the NFL logo on the football during a joint scrimmage between the New Orleans Saints and the Jacksonville Jaguars during at Ochsner Sports Performance Center
August 27, 2026

NFL Won’t Reach Prediction-Market Deals Before Start of Season

“I would be incredibly shocked if anything at all happens this season.”
Sponsored

Kerri Walsh Jennings’s Playbook for the Future of Volleyball

The former gold medalist talks NCAA, the Olympics, & investing in volleyball.
Fanduel logo appears in this illustration taken April 22, 2026.
August 6, 2026

Gambling Industry Gears Up for ‘Arms Race’ This NFL Season

“Competition is fierce,” BetMGM CEO Adam Greenblatt said.
July 30, 2026

WNBA Posts, Deletes Video of Apparent Bueckers-Reese Bet

The CBA includes strict prohibitions against players wagering on games.
July 28, 2026

NBA, MLB Want More Say in Prediction Markets

The NBA said a new rules proposal “falls well short.”
Feb 5, 2026; San Francisco, CA, USA; A NFL shield logo at the NFL Honors Red Carpet before Super Bowl LX at Palace of Fine Arts.
July 28, 2026

NFL Sounds Alarm on ‘Objectionable’ Prediction Markets

The league flagged a number of concerns as the deadline for public comments hit.