• Loading stock data...
Tuesday, November 25, 2025
exclusive
Media

John Skipper’s Meadowlark in Talks with Wasserman, DraftKings

  • New content factory negotiating with multiple possible investors.
  • Casey Wasserman led L.A.’s successful 2028 Olympic bid.
CREDIT: MARK J. REBILAS-USA TODAY SPORTS

John Skipper and Dan Le Batard’s nascent Meadowlark Media has talked to a pair of sports industry heavyweights about possible financing: Wasserman and DraftKings.

The exploratory talks are “serious” but not finalized, said a source.

Skipper and Le Batard are seeking an estimated $10-15 million in financing for their new “creator-centric” content factory for storytellers.

Skipper knows Casey Wasserman, chairman and chief executive officer of the Los Angeles-based Wasserman, from his six-year stint as President of ESPN from 2012-2017.

The duo often crossed paths in business and at industry panels and events. 

As head of the L.A. Olympic Organizing Committee, Wasserman led the city’s successful bid for the 2028 Summer Olympics.

With sports betting increasingly legalized across the U.S., DraftKings has also been making plenty of headlines

On March 4, the UFC announced DraftKings as its first official exclusive sportsbook and daily fantasy partner.

With a market capitalization of over $23 billion, the Boston-based sports betting giant is on the hunt for companies to buy or finance, said sources.

exclusive

Sources: John Skipper, Dan Le Batard Seek $10-15M In Financing

John Skipper and Dan Le Batard are looking to raise $10 million…
January 22, 2021

Skipper also knows DraftKings Chief Executive Officer Jason Robins well from his days at ESPN. 

Back in 2015, Skipper and Robins forged a deal to make DraftKings ESPN’s official daily fantasy sports platform. 

Another chunk of Meadowlark’s financing will come from a pending deal for Le Batard’s radio show. Possible suitors include Spotify, SiriusXM and iHeartRadio. 

To ensure maximum creative and financial control, Skipper and Le Batard are looking for a number of investors rather than one large financial backer.

The new Meadowlark won’t be a consumer-facing company. Instead, Skipper envisions an independent business-to-business outfit that sells premium sports and entertainment content to third parties.

That content could range from TV, radio and streaming sports shows to podcasts, documentaries, scripted entertainment, reality TV, and even books.

Skipper recently wound down his chairmanship at DAZN to focus on Meadowlark. However, he’ll remain on DAZN’s board of directors. 

The global sports streaming service said it will invest in Meadowlark and collaborate on original programming projects. Kevin Mayer, a former Walt Disney Co. executive, is succeeding Skipper as DAZN chairman.

Meadowlark is eyeing talent whom Skipper and Le Batard respect and trust, including Jemele Hill and ESPN’s Bomani Jones and Pablo Torre, said sources. With ESPN, NBC and other sports media companies laying off staffers, they’ll have their pick of talent.

However, there have not been any hirings outside of Jon “Stugotz” Weiner and the creative team behind “The Dan Le Batard Show.” 

DraftKings would neither confirm nor deny negotiations with Meadowlark.

“DraftKings speaks to a variety of companies regarding various matters in the normal course of business, and it is our general policy not to comment on the specifics of any of those discussions,” the company said in a statement.

Skipper and Wasserman declined to comment. 

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Oct 8, 2025; Bronx, New York, USA; New York Yankees left fielder Cody Bellinger (35) runs off the field after ending the first inning with a sliding catch against the Toronto Blue Jays during game four of the ALDS round for the 2025 MLB playoffs at Yankee Stadium.

Steinbrenner: No Set Budget Yet for Yankees in 2026

The high-spending club faces numerous questions heading into next season.

ESPN, CFP Push Expansion Deadline Back Nearly Two Months

The Dec. 1 decision deadline is moving to Jan. 23.

How NBA Arena Experiences Went Ultra-Luxe

For the most connected guests, the game has become a secondary attraction.

ESPN Betting Czar: Why We Pivoted From Penn to DraftKings

DraftKings “has similar ways of operating as ESPN” says ESPN’s betting VP.

Featured Today

Nov 23, 2025; Inglewood, California, USA; Los Angeles Rams quarterback Matthew Stafford (9) throws a pass against the Tampa Bay Buccaneers during the fourth quarter at SoFi Stadium.

Stafford, Rams Rise From the Pack to Super Bowl Contention

The NFL team now has the top odds to win Super Bowl LX.
Nov 16, 2025; Orlando, Florida, USA; NJ/NY Gotham FC celebrate after scoring during extra time against Orlando Pride at Inter&Co Stadium
November 22, 2025

The NWSL Is Growing at Breakneck Pace. Can It Keep Surging?

While the league surges, it also must survive two major challenges.
Trinity Rodman
November 20, 2025

NWSL Regular-Season Ratings See Big Surge, Playoffs Up 5%

Regular-season viewership grew by over 20%, averaging more than 200,000.
Jul 13, 2025; East Rutherford, New Jersey, USA; FIFA president Gianni Infantino and President Donald Trump carry the FIFA Club World Cup trophy during the presentation after the final of the 2025 FIFA Club World Cup at MetLife Stadium.
November 19, 2025

Trump-MBS White House Dinner Showcases Saudi Sports Influence 

Attendees included Ronaldo, Bryson DeChambeau, and the owner of the 76ers.
Nov 21, 2021; Kansas City, Missouri, USA; Kansas City Chiefs tight end Travis Kelce (87) scores against the Dallas Cowboys during the first half at GEHA Field at Arrowhead Stadium.

Chiefs vs. Cowboys Could Draw Record 50M-Plus Viewers

One exec describes Thanksgiving showdown as a “perfect storm” for TV ratings.
Nov 23, 2025; Inglewood, California, USA; Tampa Bay Buccaneers wide receiver Tez Johnson (15) poses for a television camera after scoring a touchdown against the Los Angeles Rams during the second quarter at SoFi Stadium.
November 24, 2025

Fubo-NBCUniversal Is Latest Carriage Dispute to Hit Subscribers

NBCUniversal channels are now gone from the streaming-based service.
Nov 22, 2025; Sunrise, Florida, USA; Florida Panthers center Sam Reinhart (13) celebrates with teammates after scoring against the Edmonton Oilers during the second period at Amerant Bank Arena.
November 24, 2025

Sinclair Makes Bid for Rival TV Station Owner Scripps

The local media giant details its desire for greater scale.
Sponsored

NFL QB Christian Ponder Is Preparing Athletes for Business

Former NFL quarterback Christian Ponder discusses the transition from field to boardroom.
November 23, 2025

Penalties in Vegas Reignite F1 Title Fight—and ESPN’s Final Stretch

There are two races and a sprint race remaining in the calendar.
Draymond Green
November 21, 2025

NBA Ratings Up 30% Through First Month Despite Star Injury Woes

The NBA added NBC and Amazon as new media partners this season.
WORCESTER - WWE star Zelina Vega makes her return alongside NXT stars Legado del Fantasma during "WWE Friday Night SmackDown" at the DCU Center, Friday, Oct. 7, 2022.
November 21, 2025

The CW Says Nielsen WWE Ratings Drop ‘Lacks Credibility’

The CW says the new measurement process creates “inexplicable” findings.
Joey Votto
November 21, 2025

Joey Votto Could Be MLB Media’s Hottest Prospect: ‘No-Brainer’

NBC and Netflix are now in the mix for MLB talent.