Thursday, June 25, 2026

After $10M Payday, Jake Paul Finalizes Next Fight

  • Jake Paul will face his most experienced opponent yet on Aug. 28.
  • He will face former UFC champ Tyron Woodley in his fourth pro boxing match.
Handout Photo-USA TODAY Sports/Design: Alex Brooks

Jake Paul served former MMA champion Ben Askren with a first-round knockout back in April.

Next up? Former UFC champion Tyron Woodley.

Paul will face his most experienced opponent yet on Aug. 28 in his fourth pro boxing match. Woodley, a seasoned MMA fighter, will be making his boxing debut.

The PPV bout will air on Showtime as part of a multi-fight deal Paul signed with the network in May after launching his boxing career under the Triller platform.

“I certainly respect his career, but I will be sending Tyron into a permanent siesta,” said the 24-year-old Paul.

Woodley, 39, was once considered the best 170-pound fighter in the world and earned the UFC welterweight title in 2016. He recently parted ways with the promotion after fighting out his contract and finished with a professional MMA record of 19-7-1.

The matchup is expected to be lucrative for both parties, considering Paul’s blockbuster bout with Askren.

  • Total earnings for the Paul-Askren fight reached $75 million.
  • It sold over a million pay-per-views worldwide.
  • Paul reportedly pocketed more than $10 million after a guarantee of $690,000.

Get the popcorn ready as Woodley looks to avenge the loss of his former teammate Askren.

“Easiest fight of my career and biggest purse of my career all in one night,” Woodley told ESPN. “This is getting done for the culture, the whole MMA community and boxing community, to rid this guy of combat sports.”

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

Jun 14, 2026; Washington, D.C., USA; Justin Gaethje (blue gloves) fights Ilia Topuria (red gloves) during the UFC Freedom 250 at the White House South Lawn.

UFC Leans Further In to AI With New Meta Rankings

The ranking system debuted with multiple issues.

UFC’s Freedom 250 Draws 17 Million Viewers

The event was available exclusively on Paramount+. 

White Says Never Again After White House Fight: ‘I Can’t Afford It’

The MMA promotion also distanced itself from staging future events outdoors. 

UFC Freedom 250 Goes Off Despite Political and Weather Drama

UFC’s “one-of-one” White House event happened. 
podcast thumbnail mobile
Front Office Sports Today

6/25/26 – Austin Reaves’s Record Deal, IOC to Pay Every Olympian, Taylor Swift’s MSG Wedding, College Eligibility Lawsuits

0:00

Featured Today

Italian Americans Have Severe World Cup FOMO

Bars and restaurants in Boston, Philly, and beyond are missing the Azzurri.
Indiana Fever guard Lexie Hull (10) celebrates a three-point basket Monday, June 22, 2026, during the game at Gainbridge Fieldhouse in Indianapolis. The Indiana Fever defeated the Phoenix Mercury, 86-77
June 24, 2026

Female Athletes Are Trying to Build the ‘Athleisure of Beauty’

“Performance cosmetics” have emerged alongside the women’s sports boom.
June 18, 2026

Why U.S. Open Host Sites Are on a 25-Year Plan

The U.S. Open has already picked out 22 future sites through 2051.
Wisconsin Badgers forward Laila Edwards, left, and defender Caroline Harvey celebrate after Edwards scored against the Minnesota Gophers in the first period in a game Saturday, February 8, 2025, at LaBahn Arena in Madison, Wisconsin.
June 15, 2026

Two Rookies Are Rewriting Women’s Hockey Stardom

Their platforms are a mutual boon for the PWHL and its players.
Ai sports slop
June 5, 2026

How Sports Became Ground Zero for AI Slop

The category is the perfect breeding ground for AI content churn.

Tracy McGrady Buying 80% of ABCD as He Revives Legendary Camp

McGrady is bringing back a piece of basketball history.
June 23, 2026

Giannis Antetokounmpo Finally Traded to Miami

The Heat and Bucks struck a deal late Monday night.
June 23, 2026

Greg Olsen: NFL Franchises Interested in Hosting Tight End U

The annual summer summit is in its sixth year.
Sponsored

How Daktronics Is Reshaping the Modern MLB Ballpark Experience

The technology powering baseball’s next chapter.
Apr 18, 2026; Raleigh, North Carolina, USA; Carolina Hurricanes defenseman Jalen Chatfield (5) checks Ottawa Senators left wing Brady Tkachuk (7) during the second period in game one of the first round of the 2026 Stanley Cup Playoffs at Lenovo Center.
June 22, 2026

Tkachuk Is Latest Star Player on Canadian Team to Move South

The former Senators captain will now play with his older brother.
Sponsored

How Daktronics Is Reshaping the Modern MLB Ballpark Experience

The technology powering baseball’s next chapter.
Landon Donovan discusses the state of youth soccer with Front Office Sports.
June 18, 2026

Landon Donovan Sounds Alarm on Youth Soccer Culture

Donovan believes an early emphasis on winning has harmed youth soccer.
June 16, 2026

MLB Warns Giants Pitchers Over Writing on Pride Caps

The Giants celebrated Pride Night on Friday.