• Loading stock data...
Saturday, February 28, 2026
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

[Subscription Customers Only] Jun 15, 2025; Seattle, Washington, USA; Botafogo owner John Textor inside the stadium before the match during a group stage match of the 2025 FIFA Club World Cup at Lumen Field.

The American Sports Owners Feuding Over a French Soccer Team

John Textor is at odds with Michele Kang and investment giant Ares.
Jan 11, 2026; Philadelphia, PA, USA; Philadelphia Eagles running back Saquon Barkley (26) carries the ball defended by San Francisco 49ers linebacker Garret Wallow (49) and defensive end Keion White (56) during the third quarter in an NFC Wild Card Round game at Lincoln Financial Field.

​​FanDuel Parent Pins Betting Slowdown on Lackluster NFL Season

Flutter Entertainment eyes World Cup as key growth driver.
WNBA
exclusive

WNBA Players Divided Over CBA Approach at Heated Meeting

Fractures are beginning to show among the players.
The Late Run - Chad Ochocinco Johnson 3
exclusive

Chad Ochocinco Launches ‘Late Run’ Soccer Podcast

Comedian Bert Kreischer is a guest on the first episode.

Featured Today

[Subscription Customers Only] Jul 13, 2025; East Rutherford, New Jersey, USA; Chelsea FC midfielder Cole Palmer (10) celebrates winning the final of the 2025 FIFA Club World Cup at MetLife Stadium

Soccer’s ‘Crown Jewels’ Are Devouring Smaller Clubs

Mega conglomerates are feeding a big business machine. Fans are furious.
Feb 10, 2026; Cortina d'Ampezzo, Italy; Cory Thiesse and Korey Dropkin of the United States during the curling mixed doubles gold medal game during the Milano Cortina 2026 Olympic Winter Games at Cortina Curling Olympic Stadium
February 20, 2026

Curling Clubs Are Swept Up in Olympics Fever. Can It Last?

Every four years, organizations field an influx of curling-curious patrons.
Max Valverde by Ron Winsett
February 17, 2026

How Ski Mountaineering’s Hype Man Went From TikTok to NBC

Max Valverde’s gushing over the niche sport vaulted him to Olympic broadcaster.
Feb 11, 2026; Livigno, Italy; Jaelin Kauf of the United States during freestyle skiing women's moguls final during the Milano Cortina 2026 Olympic Winter Games at Livigno Aerials & Moguls Park
February 13, 2026

The Surprise Hit of the Winter Olympics: First-Person Drone Views

Tiny drone cameras have reshaped the Olympics viewing experience.
Feb 6, 2026; San Francisco, CA, USA; Pat McAfee on the Pat McAfee Show set at the Super Bowl LX media center at the Moscone Center. Mandatory Credit: Kirby Lee-Imagn Images
opinion

Nobody Is Playing Guest Game Better Than Pat McAfee

McAfee makes clear to guests he’s on their side.
U.S. Sen. Elizabeth Warren, D-Mass., makes a point during her town hall Saturday at Nevins Hall in Framingham's Memorial Building, Feb. 22, 2025. Warren discussed her thoughts on the Trump administration's recent actions and how she plans to fight back against policies that she feels hurt Massachusetts families.
February 27, 2026

WBD-Paramount Deal Sets Up Partisan Regulatory Fight

The landmark media merger will be at the heart of a political battle.
CBS Sports
February 27, 2026

What a Paramount-WBD Sports Portfolio Would Look Like

The combined entity would hold rights to nearly every major U.S. pro league.
Sponsored

From USWNT Star to NWSL Franchise Founder

Leslie Osborne, former USWNT midfielder, shares how athletes are moving from the pitch to the ownership table.
The broadcast studio and pundits on the Paramount+ series, 'Inside The NFL'.
February 26, 2026

Paramount Wins Battle For WBD As Netflix Drops Out

The streaming giant bows out of the high-stakes race.
February 26, 2026

Apple’s Big Bet on F1 Is About More Than Streaming

The technology giant also strikes a unique content collaboration with Netflix.
May 19, 2024; Denver, Colorado, USA; Detailed view of a TNT court broadcast camera before game seven between the Minnesota Timberwolves against the Denver Nuggets in the second round for the 2024 NBA playoffs at Ball Arena. Mandatory Credit: Ron Chenoy-USA TODAY Sports
February 26, 2026

Loss of NBA Felt in WBD’s Latest Earnings

The loss of live rights created near-term headwinds in advertising revenue.
CBS Sports
February 25, 2026

Paramount Says WBD Deal Would Help CBS Turnaround

The CBS Sports parent company lauds its NFL and UFC programming.