Thursday, October 22, 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

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

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.”

Download the FOS App

The business of sports, in your pocket.

QR code to download the app

Scan the QR code to get the app now.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

David Ellison, CEO of Paramount Skydance, speaks during the Paramount Pictures presentation at CinemaCon, the official convention of Cinema United, in Las Vegas, Nevada, U.S., April 16, 2026.

Paramount Antitrust Trial Delayed As Ellison Makes Case for Merger

Company CEO David Ellison is much more outspoken about the transaction.

UFC’s White House Event Lost $30M, but Business Kept Growing

The business grew despite red ink from the June showcase.

Jake Paul Responds to Critics: ‘I Brought Boxing to Netflix’

Paul believes the Tyson fight’s Netflix audience will never be matched.
podcast thumbnail mobile
Front Office Sports Today

10/21/26 – T-Mac Backs Clippers Penalty, 80-to-1 Rays Haunt Sportsbooks, Jay-Z Picks Jay-Z

0:00

Featured Today

Football - NFL - Houston Texans v Jacksonville Jaguars - Wembley Stadium, London, Britain - October 18, 2026 The necklace of a Jacksonville Jaguars fan outside the stadium before the match

Die-Hard Sports Fandom Has Reached the Afterlife

Will fans pay $6,000 to memorialize their team loyalty?
October 20, 2026

Why Europe Is Pumping Out NBA Superstars

The NBA and NCAA have an increasingly European flavor.
October 15, 2026

College Flag Football Is Outgrowing Its DIY Era

Women have been building the college game themselves at the club level.
Oct 5, 2026; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins general manager Kyle Dubas arrives at the arena before the Penguins host the Winnipeg Jets at PPG Paints Arena
October 12, 2026

NHL’s New Wave of GMs Is Built Different

“I am in the prediction business,” Devils GM Sunny Mehta tells FOS.
Action Images/Peter Cziborra
October 9, 2026

Is Leicester City’s $264 Million Price Tag Too Rich for Hungry Investors?

After falling from grace, how much is a former top club worth?

NFL, Eagles Defend Handling of Jalen Hurts’s Blood Clots

The QB was examined at Cleveland Clinic in London.
Jul 2, 2026; Silvis, Illinois, USA; Blades Brown smiles with his caddie, Brett Swedberg, on the 9th green during the first round of the John Deere Classic golf tournament.
October 15, 2026

Teenage Phenom’s Pro ‘Gamble’ Paid Off With PGA Tour Record

The golfer turned professional in December 2024 when he was 17.
First at FOS
October 20, 2026

Topgolf, John Daly Strike Deal in Wake of Masters Hooters Closure

Daly, 60, last played in the Masters in 2006.
Sponsored

Blake Griffin’s Plan for Media Domination

The former NBA star is building a second act across media & entertainment.
October 15, 2026

Blake Griffin: Clippers Salary Cap Punishment ‘Probably Fits’

Griffin played eight seasons with the Clippers and made five All-Star Games.
October 14, 2026

Rafael Jodar Embroiled in Yet Another Ball Kid Controversy

Jodar told a ball boy to “give me the fucking towel.”
October 13, 2026

MLS Commissioner Don Garber Deflects on Messi Confrontation

Garber called Messi “the GOAT of all GOATs.”
October 8, 2026

Caitlin Clark Wants Mitchell Back With Fever Despite Fan Comments

Mitchell said she has yet to make a decision on her future.