• Washington
  • Wall Street
  • A.I.
  • Hollywood
  • Media
  • Fashion
  • Sports
  • Art
  • Join Puck Newsletters What is puck? Authors Podcasts Gift Puck Careers Events
  • Join Puck

    Directly Supporting Authors

    A new economic model in which writers are also partners in the business.

    Personalized Subscriptions

    Customize your settings to receive the newsletters you want from the authors you follow.

    Stay in the Know

    Connect directly with Puck talent through email and exclusive events.

  • What is puck? Newsletters Authors Podcasts Events Gift Puck Careers
Welcome back to In The Room. I’m Dylan Byers. Tonight, an inside look at Disney’s decision to license the ESPN brand to gambling company Penn Entertainment as its linear fortunes decay—a $2 billion, ten-year deal that gives the network a foothold in a new market and, just as importantly, buys Bob Iger time.
 ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌  ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ 
In The Room

Welcome back to In The Room. I’m Dylan Byers.

Tonight, an inside look at Disney’s decision to license the ESPN brand to gambling company Penn Entertainment as its linear fortunes decay—a $2 billion, ten-year deal that gives the network a foothold in a new market and, just as importantly, buys Bob Iger time.

The Iger Mini-Gamble
The Iger Mini-Gamble
Notes on ESPN’s $1.5 billion gaming deal with Penn.
DYLAN BYERS DYLAN BYERS
The late-stage era of linear television, as my dedicated readers well know, was never going to be pretty. It’s hard to be ambitious when the pay is smaller, the mandate is bloodletting, and everyone is secretly planning for their next act. But it can be dispiriting to look out across the vast linear landscape as the biggest players foreshadow the gloom of the future through rabid belt-tightening (“capital optimization”!) and similar tactics that suggest there are no easy solutions amid the inter-era turbulence.

We live in a complex moment, after all—one where HBO is absorbed into Max, CNN’s cord-cutting play is aborted and its programming strategy relies on a do-more-with-less grit, Showtime’s own direct-to-consumer play is folded into Paramount, itself a historic collection of media assets with a market cap of just $10.3 billion. And yet few moves have stirred the collective anxieties of the industry more than Bob Iger’s candid CNBC interview, early this summer, during which he conveyed an openness, if not an alacrity, to finding a strategic partner for ESPN.

ESPN’s traditional business lines of carriage fees and advertising fuel a Disney cable networks division that has already brought in more than $14 billion in revenue and $3 billion in profit this year. If the greatest asset in the history of cable had such a bleak economic outlook, what was anyone else going to do?

Earlier this week, a friend and sage industry source reminded me of the tale of Hans Brinker, the fictional hero of 19th-century Dutch children’s literature, who saved his country by putting his finger in a leaking dike. (Synopsis, via Wikipedia: “The boy stays there all night, in spite of the cold, until the villagers find him and repair the dike.”) The Brinker analogy came up shortly after ESPN Chairman Jimmy Pitaro announced that he had reached a $2 billion, ten-year deal to license Disney’s iconic brand to the gambling company Penn Entertainment to create an ESPN-branded sportsbook.

Indeed, Pitaro is an incredibly well-liked executive whose charisma and candor have made him an effective leader for ESPN during this fraught moment in its history. At the same time, I was reminded, the magnitude of his challenge makes little Hans Brinker’s feat seem quaint by comparison.

The Gamble
Sure, on a superficial level, the Penn deal is a dramatic volte face for a company that had once sworn off sports betting when that sort of moralizing was still economically palatable. In 2019, during his first tenure as C.E.O., Iger had said he didn’t see The Walt Disney Company “getting involved in the business of gambling, in effect, by facilitating gambling in any way.” He also resisted overtures from Caesars and DraftKings that would have reportedly netted the company as much as $3 billion. (The Penn deal is $1.5 billion in cash, plus $500 million in stock warrants.) Needless to say, the convulsions and transformations of the media business over the last few years gave Iger little choice but to relent to inexorable market forces.

No, Disney will not run the ESPN Bet sportsbook, but it’s doing more than merely loaning out its name. The deal also guarantees Penn “exclusive promotional services across ESPN platforms including programming, content, and access to ESPN talent.” Inevitably, this will influence the programming, and probably for the worse.

Older ESPN hands bemoan the way SportsCenter started aggressively covering Ultimate Fighting once the network bought those broadcast rights; it’s fair to assume the network will now become even more obsessed—and visually cluttered—than it’s already become with odds and futures and prop bets. Its obsessive coverage of fantasy football is probably a leading indicator of what this new world might look like. (Though, to be fair, gambling isn’t entirely new to ESPN: the handicapper Hank Greenberg was a hero of the network’s early years.) However, perhaps the most pressing issue coalesces around ESPN’s top news-breaking journalists, like Woj and Adam Schefter, who routinely unearth the kind of insider intel that can move betting lines. Many around Bristol are already wondering: How are they going to continue to do their jobs in a way that doesn’t present conflicts of interest?

The Next Deal…
Whatever the case, and Hans Brinker analogies aside, the Penn deal isn’t a solution to ESPN’s larger revenue challenge. Moreover, it’s modeled largely on the structure of the very same Fox Bet deal that the Murdochs and their partners at FanDuel are already winding down after it failed to attract customers. Of course, ESPN has far greater brand recognition in the world of sports, but there’s still not yet a proven track record for this kind of deal. Some have made the case to me that Penn’s old partner, Barstool Sports, is actually getting out of a losing situation. At the very least, the obstreperous Dave Portnoy and his team are once again free to speak their minds without pressure from regulators.

All that said, the Penn deal helps buy Iger and Pitaro more time to implement larger changes. And, Sisyphean as the task may be, it does suggest that Iger and Pitaro are thinking creatively, moving fast, being practical, using every tool at their disposal, and trying to do everything they can to retain ESPN’s vibrancy, albeit in a more cost-effective manner, in the post-linear era.“Iger got cash and it shows the market he’s doing something and ready to get creative and displace norms,” one veteran media executive texted me this week. Said another: “You’ve got to admire the initiative and the effort. Jimmy is a high quality, tireless leader in terrible times. He’s playing a bad hand and making the right bets to stay at the table.”

Of course, as the latter executive noted, this is a relatively small bet in the context of ESPN’s broader challenges. The real action is taking place at the table with Kevin Mayer and Tom Staggs, who have been brought in to support Iger’s strategic thinking regarding the challenges that Iger alluded to during his CNBC interview in Sun Valley last month. “Jimmy is at the $100 blackjack table,” this person said. “Kevin is in the room in the back where the whales play.”

We don’t have any real insight yet into what, exactly, that strategic partnership will look like. In Sun Valley, Iger said he was looking for “strategic partners that could either help us with distribution or content,” and CNBC recently reported that Disney has held talks with the NFL, NBA, and MLB about acquiring minority stakes in the company. Could there be a deal with Apple or another tech giant? “It’s still very much in formation, so no great answer yet,” one Disney veteran with insight into the company’s thinking said. But, he added, “Bob was serious about wanting to keep majority control of ESPN.”

FOUR STORIES WE’RE TALKING ABOUT
Larry’s Largesse
Larry’s Largesse
Notes on an eight-figure anti-Trump infusion.
TEDDY SCHLEIFER
The ‘Suits’ Anomaly
The ‘Suits’ Anomaly
Inspecting Netflix’s surprise hit.
JULIA ALEXANDER
The M.B.S. Summit
The M.B.S. Summit
On M.B.S.’s diplomatic gambit.
JULIA IOFFE
Arnault’s Bergdorf Envy
Arnault’s Bergdorf Envy
Can LVMH conquer Fifth Avenue?
LAUREN SHERMAN
swash divider
Puck
Facebook Twitter Instagram LinkedIn

Need help? Review our FAQs
page
or contact
us
for assistance. For brand partnerships, email ads@puck.news.

You received this email because you signed up to receive emails from Puck, or as part of your Puck account associated with . To stop receiving this newsletter and/or manage all your email preferences, click here.

Puck is published by Heat Media LLC. 227 W 17th St New York, NY 10011.

SEE THE ARCHIVES

SHARE
Try Puck for free

Sign up today to join the inside conversation at the nexus of Wall Street, Washington, A.I., Hollywood, and more.

Already a member? Log In


  • Daily articles and breaking news
  • Personal emails directly from our authors
  • Gift subscriber-only stories to friends & family
  • Unlimited access to archives

  • Exclusive bonus days of select newsletters
  • Exclusive access to Puck merch
  • Early bird access to new editorial and product features
  • Invitations to private conference calls with Puck authors

Exclusive to Inner Circle only



Latest Articles from Media

Mark Thompson
Julia Alexander • August 9, 2023
The Wellness Wars
CNN is chasing The New York Times to tap into the wellness-obsessed world of peptides and GLP-1s as its next great subscription engine. Can legacy media compete with an army of TikTok doctors? And, perhaps more to the point, should they?
bari weiss
Dylan Byers • August 9, 2023
The Bari Matchmaking Sweepstakes
By all accounts, Bari Weiss could use some help running CBS News. But hiring the right executive with the right skills will be tricky, especially when the usual suspects are probably too cautious, myopic, or smart to join the gang.
Peter Rothpletz headshot
Julia Alexander • August 9, 2023
All Tuckered Out
A conversation with Peter Rothpletz, founder of the newly launched Verbatim Media, which hopes to do for progressive creators what Fox’s Red Seat Ventures has done for Tucker Carlson and Megyn Kelly.


Lesley Stahl
William D. Cohan • August 9, 2023
Lesley’s Choice
In a candid chat, the longtime 60 Minutes star correspondent explained her fraught decision to stay on after perhaps the most bizarre week in the show’s history. “It’s just been obviously the hardest chapter of my career,” she said. “This was by far the worst experience I’ve been involved in, or even witnessed.”
Lesley Stahl
Dylan Byers • August 9, 2023
Lesley Stahl & The ‘60 Minutes’ Guys Are Staying
In a brief manifesto, Stahl, Bill Whitaker, and Jon Wertheim acknowledged deep frustrations with the new leadership of the show, but worried that leaving now would make things even worse. An earlier draft of the memo was even more critical.
Scott Pelley
Dylan Byers • August 9, 2023
The ‘60 Minutes’ Adult Daycare Era
Bari Weiss’s takeover of CBS News, just eight months ago, has somehow already produced a decade’s worth of mess, reaching embarrassing new lows with Scott Pelley’s self-mythologizing tantrum and subsequent firing. How long before David Ellison sends in a pro to clean up after her?


Elon Musk
Julia Alexander • August 9, 2023
Elon’s Everything Network
In many ways, Elon’s ambitions for X are actually bigger than his terrestrial competitors could ever fathom. The question is whether he can execute on a plan that sounds crazy for anyone but him.


Get access to this story

Enter your email for a free preview of Puck’s full offering, including exclusive articles, private emails from authors, and more.

Verify your email and sign in by clicking the link we just sent.

Already a member? Log In


Start 14 Day Free Trial for Unlimited Access Instead →



Latest Articles from Media

Nick Bilton
Dylan Byers • August 9, 2023
Big Nick Energy
In tapping tech columnist/aspiring screenwriter Nick Bilton to run ‘60 Minutes,’ CBS’s Bari Weiss is once again playing the outsider card. But what exactly qualifies him to remake America’s top-rated news show? Just ask him.
Ben Shapiro
Dylan Byers • August 9, 2023
Last Action Shapiro
Apart from the many distractions and side projects of The Daily Wire’s now former co-C.E.O.—cigars, a D.T.C. razor business, and a big-budget fantasy series—his biggest business obstacle at Ben Shapiro’s media empire might have been Shapiro himself.
Byron Allen
Dylan Byers • August 9, 2023
Life of Byron
Byron Allen, the stand-up comic turned consummate media-deal hunter, defends his post-Colbert CBS late-night deal, his investing philosophy, and his ambition to somehow make BuzzFeed a YouTube competitor.


sundar pichai
Julia Alexander • August 9, 2023
Call My Agentic!
Agentic search will, at least in theory, spell doom for many of the billions of sites on the open web, and usher in a strange back-end micropayment marketplace where agents trade commissions piecemeal. But is that theory undervaluing the power of people and the publishers who know how to connect with them?
james murdoch
Dylan Byers • August 9, 2023
The Wolf of Broad Street
James Murdoch’s acquisition of Vox Media’s prime cuts is now official and the end result is far more favorable than it might have been: Eater, The Verge and other Vox sites will get spun off; Bankoff and Wasserstein will stay on; and New York and the podcast networks get an owner who, thankfully, has something to prove.
Bari Weiss
Dylan Byers • August 9, 2023
Bari My Heart at 57th Street
As it closes in on its acquisition of Warner Bros. Discovery, Paramount leadership has had informal discussions about changing Bari Weiss’s mandate at CBS News (and, eventually, CNN) in ways that would give her less control over TV.


Nicholas Kristof
Dylan Byers • August 9, 2023
Will There Be “Blood Libel”?
Nick Kristof’s exposé on Israeli prison abuse has brought the threat of a potential “blood libel” case from Netanyahu and another epic internal schism on Eighth Avenue, once again pitting the Opinion section against the newsroom. Here’s how it’s playing on the inside.
Get access to this story

Enter your email to get access to one article and free previews of our private emails from Puck authors and editors.

OR

Already a Member? Sign in



Latest Articles from Media

Byron Allen
Dylan Byers • August 9, 2023
Byron’s BuzzFeed Mercy Play
Byron Allen is betting $20 million that he can resuscitate the faded quiz-and-listicle destination with a… wait for it… pivot to video. Is this the most foolhardy investment since Rupert’s bet on Vice, or does Allen know something we don’t?
Ben Shapiro
Dylan Byers • August 9, 2023
The Ben Commandments
The sudden, precipitous decline of Ben Shapiro’s Daily Wire—with its sweeping layoffs and a steep drop-off in audience—has actually been a long time coming. And while it’s easy to point to MAGA’s shift away from Israel, its co-C.E.O.’s dream of producing an Arthurian fantasy series isn’t helping either.
James Murdoch
Dylan Byers • August 9, 2023
James Murdoch’s School of Hard Vox
The least objectionable of Rupert’s sons is closing on a deal to buy much of Vox Media in order to complement his current holdings—Art Basel and Tribeca Enterprises—as well as his ambition to build a global TED-meets-Burning Man events brand. Is this the first step toward real cultural influence, or simply his own Penske-esque captive investment?


Sharyn Alfonsi
Dylan Byers • August 9, 2023
World War Alfonsi
After going toe to toe with Bari Weiss over her “Inside CECOT” story, veteran correspondent Sharyn Alfonsi became the face of fourth-estate resistance at 60 Minutes. But as she prepares a heroic exit, a mass exodus is unlikely to follow. After all, where’s a well-paid TV journalist to go?
Jeff D'Onofrio
Dylan Byers • August 9, 2023
Teflon D’Onofrio
Months after another round of deep cuts and Jeff Bezos’s overdue jettisoning of Will Lewis, ‘The Washington Post’ is grappling with the harsh realities of rebuilding the brand—beginning with naming Lewis’s permanent successor.
Bari Weiss
Dylan Byers • August 9, 2023
Bari’s Post-WHCD Purge
After partying with the president, Pete Hegseth, and Stephen Miller at an event ostensibly celebrating a free press, Weiss will return from Washington with immediate plans to further overhaul 60 Minutes—and to implement another round of layoffs at CBS News.


White House Correspondents Association dinner
Dylan Byers • August 9, 2023
The Weiss House
While fourth-estate purists bemoan the diminishment of press freedoms under Trump, CBS’s Bari Weiss and David Ellison will be breaking bread over White House Correspondents’ Association weekend with two of the administration’s most visible press antagonists. Cue the outrage… but that’s the point.


  • Terms
  • Privacy
  • Contact
  • FAQ
  • Careers
© 2026 Heat Media All rights reserved.
Create an account

Already a member? Log In

CREATE AN ACCOUNT with Google
CREATE AN ACCOUNT with Google
OR YOUR EMAIL

OR

Use Email & Password Instead

USE EMAIL & PASSWORD
Password strength:

OR

Use Another Sign-Up Method

Become a member

All of the insider knowledge from our top tier authors, in your inbox.

Create an account

Already a member? Log In

Verify your email!

You should receive a link to log in at .

I DID NOT RECEIVE A LINK

Didn't get an email? Check your spam folder and confirm the spelling of your email, and try again. If you continue to have trouble, reach out to fritz@puck.news.

CREATE AN ACCOUNT with Google
CREATE AN ACCOUNT with Google
CREATE AN ACCOUNT with Apple
CREATE AN ACCOUNT with Apple
OR USE EMAIL & PASSWORD
Password strength:

OR
Log In

Not a member yet? Sign up today

Log in with Google
Log in with Google
Log in with Apple
Log in with Apple
OR USE EMAIL & PASSWORD
Don't have a password or need to reset it?

OR
Verify Account

Verify your email!

You should receive a link to log in at .

I DID NOT RECEIVE A LINK

Didn't get an email? Check your spam folder and confirm the spelling of your email, and try again. If you continue to have trouble, reach out to fritz@puck.news.

YOUR EMAIL

Use a different sign in option instead

Member Exclusive

Get access to this story

Create a free account to preview Puck’s full offering, including exclusive articles, private emails from authors, and more.

Already a member? Sign in

Free article unlocked!

You are logged into a free account as unknown@example.com

ENJOY 1 FREE ARTICLE EACH MONTH

Subscribe today to join the inside conversation at the nexus of Wall Street, Washington, A.I., Hollywood, and more.

START 14-DAY FREE TRIAL

  • Daily articles and breaking news
  • Personal emails directly from our authors
  • Gift subscriber-only stories to friends & family
  • Unlimited access to archives
  • Bookmark articles to create a Reading List
  • Quarterly calls with industry experts from the power corners we cover