Wednesday, May 20, 2026

Bill Simmons Expected to Stay at The Ringer and Spotify on New Deal

The executive and podcaster is expected to reach a contract extension with Spotify to remain head of The Ringer with his old deal set to expire in February.

Bill Simmons
ESPN

Bill Simmons is expected to run it back.

Simmons is closing on a new deal to remain with The Ringer and parent company Spotify, Front Office Sports has confirmed. Semafor first reported that Simmons is “set to renew” his contract, which was set to expire next month.

There had been hints that Simmons was staying. Sources told FOS that Simmons has been involved in the recruitment of talent who would work for The Ringer well beyond the expiration of his deal in February. He also had said on his podcast that he was excited to have Todd McShay’s NFL Draft coverage on the platform this year. 

Spokespeople for Simmons and Spotify did not immediately respond to requests for comment. 

Simmons founded The Ringer in 2016 and sold it to Spotify for $250 million in 2020. He was later given the title Head of Podcast Innovation and Monetization at Spotify, the Swedish audio behemoth.

There have been murmurs in industry circles that Simmons could work out a collaboration for a return to ESPN in some capacity in the future. ESPN leadership, including chairman Jimmy Pitaro and president of content Burke Magnus, have been aggressive in maneuvering to work with big stars.

According to a source with knowledge of ESPN, nothing is imminent, but the company would be open to working with Simmons again if there’s a compelling opportunity. An ESPN spokesperson declined to comment.

Beyond his podcast at ESPN, Simmons spearheaded Grantland, in many ways the spiritual predecessor of The Ringer. He also co-created the 30 for 30 documentary series with former ESPN executive Connor Schell, and was an analyst for two seasons on NBA Countdown. He was fired by former ESPN president John Skipper in 2015 after making remarks critical of NFL commissioner Roger Goodell. 

I reported last year that Simmons was a looming free agent, and there was some friction with Spotify management over his autonomy to recruit and sign talent. A spokesperson for Simmons dismissed that report as “incorrect and idle speculation” at the time, while a Spotify spokesperson said the company was looking forward to continuing its partnership with The Ringer.

One of the companies that Simmons had exploratory conversations with during the months of his expiring contract was Fanatics, sources told FOS. 

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

NHL Playoffs Deliver Record Second-Round Ratings for ESPN, TNT

The Canadiens-Sabres series brought additional audience milestones.

How Philadelphia Built a $140 Million World Cup War Chest

Philly’s private fundraising is unique among World Cup host cities.

Will Wade’s LSU Is Pushing College Basketball to the Absolute Limit

The notorious coach has assembled a team of international pros.
The University of Alabama showed off renovations to Bryant Denny Stadium Thursday, Oct. 1, 2020. Sports Illustrated covers decorate the walls inside the new press box. [Staff Photo/Gary Cosby Jr.]

Sports Illustrated Defends Its Standards After Plagiarism Incident

SI removed its prediction-markets affiliate following accusations of plagiarism.

Featured Today

NFL Rivalries Are Made on the Field, Mocked in Schedule Release Videos

Every year, teams find new ways to one-up themselves (and their rivals).
Bart Swings/Falyn Fonoimoana/Avery Poppinga
May 14, 2026

OnlyFans Is Paying Pro Athletes What Their Sports Won’t

The adult-content platform is a reliable income source for niche athletes.
May 13, 2026

How Sports Graphic Designers Are Grappling With the Rise of AI Art

The release of ChatGPT 2.0 Images sparked a conversation among sports designers.
May 12, 2026

Collectible Cups Are Sending Sports Fans Into a Frenzy

The drink is secondary to the wild vessel it comes in.
Racin' With The Boys
exclusive

‘Bussin’ With the Boys’ Launching New NASCAR Show

Peyton Manning’s Omaha Productions will produce the show.
May 19, 2026

Is Sports Coverage the Solution to ‘Google Zero’?

The glossy mag is betting sports coverage can arrest a traffic decline.
May 19, 2026

NFL Pushes Back on Criticism Over TV and Streaming Deals

The league remains steadfast in its overall media approach.
Sponsored

Mark Cuban Peels Back the Curtain

Mark Cuban discusses sports ownership, the rise of NIL, and the evolving media landscape.
Oklahoma City, OK - May 22, 2025 - Paycom Center: Shams Charania at NBA Countdown during game 2 of the 2025 Western Conference finals.
May 19, 2026

Shams Charania’s MVP Scoop Highlights NBA-NFL Differences

It’s hard to imagine such a scoop happening in the NFL.
Sep 1, 2025; Chapel Hill, North Carolina, USA; North Carolina Tar Heels head coach Bill Belichick on the field before the game at Kenan Stadium. Mandatory Credit: Bob Donnan-Imagn Images
opinion
May 19, 2026

Bill Belichick Takes Revenge on CBS News During Sudden Media Tour

Belichick said he’s requested the transcripts from his now-famous interview.
Dec 25, 2024; Pittsburgh, Pennsylvania, USA; Kansas City Chiefs quarterback Patrick Mahomes (15) is interviewed by Netflix reporter Stacey Dales following a win against the Pittsburgh Steelers at Acrisure Stadium. Mandatory Credit: Barry Reeger-Imagn Images
opinion
May 18, 2026

NFL ‘Tempting Fate’ With Open-Armed Embrace of Streamers

The NFL’s media-rights strategy isn’t without potential risk.