Wednesday, September 23, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

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

Inglewood, CA - September 21, 2026 - SoFi Stadium: Stephen A. Smith on the field for Monday Night Countdown.
First at FOS

Stephen A. Smith Set for Multiple MNF ‘Countdown’ Appearances

Smith made his 2026 debut ahead of Rams-Giants on Monday.
Asset Class

The Firms That Power Prediction-Market Trades

“Essentially, our role is to help bridge demand across time and space.”
Oct 7, 2024; Kansas City, Missouri, USA; NFL hall of fame Troy Aikman prior to a game between the New Orleans Saints and the Kansas City Chiefs at GEHA Field at Arrowhead Stadium. Mandatory Credit: Jay Biggerstaff-Imagn Images

No Troy Aikman–ESPN Extension Imminent Despite Joe Buck Deal

Aikman is currently in the final year of his ESPN contract.

Weather Delays Scramble ESPN College Football Coverage

A number of delays shifted games around ESPN’s platforms.
podcast thumbnail mobile
Front Office Sports Today

9/22/26 – Aikman Waits on ESPN, Paramount Clears Hurdle, Doc Rivers Returns to Booth

0:00

Featured Today

Hot & Social/Mets

Sports Teams Are Playing a New Role: Matchmaker

The latest promotion at the stadium? Love.
Exclusive
September 18, 2026

Vicious Infighting Is Jeopardizing the Future of Women’s Baseball

The WPBL’s own CEO admits there’s a “power struggle.”
September 17, 2026

Fantasy Football Drafts Are Turning Into Full-Blown Vacations

Leagues are forgoing solo drafts and replacing them with in-person getaways.
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
September 10, 2026

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.
Apr 1, 2026; Salt Lake City, Utah, USA; Utah Jazz forward Cody Williams (5) brings the ball up the court against the Denver Nuggets during the first quarter at Delta Center.

Ryan Smith Doesn’t Want Betting to Take Over Sports

“I think we need a little more moderation in all of it.”
First at FOS
September 15, 2026

WNBA Union Rips NBA for Exclusion From Betting Letter

Five men’s sports leagues sent a memo to regulators about betting-related harassment.
Jason Robins Front Office Sports
September 15, 2026

DraftKings CEO Fires Back at Headline Calling Company ‘Struggling’

“We’re doing great,” Jason Robins said in response to the article.
Sponsored

How Ryan Smith Is Building the Future of Sports in Utah

Utah Jazz and Mammoth owner talks from tech to team ownership.
September 14, 2026

Female Athletes Rail Against Sydney Sweeney Nude Novig Ad

Pro and amateur female athletes say the spot sexualizes women in sports.
September 10, 2026

Novig CEO: Sydney Sweeney Ad Puts Us in ‘National Discourse’

Sweeney got equity in the company, and the racy ad went viral.
September 9, 2026

Prediction Market Ad Blitz Gets Backlash

Platforms are trying to capitalize on the start of the NFL season.
LeBron James acknowledges the crowd's reaction as he takes the stage for the I PROMISE Family Reunion event to welcome him home on Friday at InfoCision Stadium in Akron. The event was hosted by the LeBron James Family Foundation.
September 5, 2026

LeBron James Jumps to Polymarket From DraftKings

His endorsement deal with DraftKings expired earlier this summer.