The Hall of Famer alleges that he was cheated by longtime adviser Al Haymon with "substantial participation and aid" from former Showtime Sports President Stephen Espinoza.

TMZ obtained a copy of the lawsuit, which was filed in a California court, that indicates Mayweather is claiming Haymon misappropriated a "significant portion of his career earnings," nearly $340 million.

Showtime and Espinoza are listed as defendants in the lawsuit, while Haymon is not.

Mayweather is suing Showtime and Espinoza for “aiding and abetting breach of fiduciary duty, civil conspiracy to commit fraud, conversion, and unjust enrichment,” per TMZ. And in addition to the $340 million, Mayweather is also seeking punitive damages.

Mayweather says the money is still "missing and unaccounted for" while alleging Showtime and Espinoza effectively delivered money owed to Mayweather directly to Haymon by sending to accounts essentially controlled by the adviser, per TMZ.

Mayweather and his new management team had asked to review Showtime's books, but Mayweather claims the network told him they were "lost in a flood" and weren't accessible.

Mayweather's attorney Bobby Samini told TMZ: “Floyd is one of boxing’s biggest pay-per-view draws. He generated hundreds of millions of dollars in revenue for Showtime. Mr. Mayweather now takes this fight to the courtroom to recover what he rightfully earned. Retiring undefeated at 50-0, Mr. Mayweather will go the distance in the courtroom just as he has in the ring."

The last seven professional fights of Mayweather’s career, from 2013 to 2017, took place on Showtime pay-per-view against Robert Guerrero, Canelo Alvarez, Marcos Maidana (twice), Manny Pacquiao, Andre Berto, and Conor McGregor.

“Money” Mayweather originally signed a six-fight, 30-month deal with Showtime/CBS in February 2013. Prior to fighting on Showtime, Mayweather was aligned with HBO. Throughout his time fighting for Showtime, Mayweather was often listed as one of the world’s highest-paid athletes.

While Espinoza was front and center promoting Mayweather’s fights during the Showtime era, Haymon, the founder of Premier Boxing Champions, stayed behind the scenes, as has been the norm for him throughout his decades-long run in boxing.

Before and after his fights, the five-division champion Mayweather would frequently thank God, Haymon, Showtime, and Espinoza, and not always in that order.

In 2014, Mayweather said: "Me and Al Haymon work hand in hand. Al Haymon is a great guy, a tremendous guy. One thing that I can say is that Al Haymon is a man of his word. Whatever he says he's going to do, he's going to do. Al Haymon is one of the best people I have ever met in my life.”

Mayweather last fought as a professional in 2017 on Showtime against McGregor and also faced Logan Paul in a one-off exhibition presented by Showtime in 2021. In between, Mayweather has engaged in several other high-profile exhibition matches.

In December, Business Insider published a piece titled "Inside Floyd Mayweather's lavish, debt-filled post-boxing life" investigating and diving deep into a series of financial issues Mayweather is reportedly dealing with.

Mayweather turns 49 later this month and is supposed to face Mike Tyson in a March exhibition, but very few details have been announced around the encounter. Separately, Mayweather has also been linked to a fight against Pacquiao.

Showtime Sports shut down operations in December 2023, and Espinoza ended his tenure at the company at the same time.

Espinoza now serves in several advisory roles across boxing and other sports and is a lawyer himself. He previously represented the likes of Mike Tyson and Oscar De La Hoya over the last couple of decades before focusing on a career as a television executive.

Espinoza declined comment to The Ring because, as of Tuesday, he’d not seen a final copy of the lawsuit that was filed.

Haymon does not speak or comment to the media and rarely appears in public.

Samini could not be reached for comment as this goes to publication.

Manouk Akopyan is The Ring’s lead writer. Follow him on X and Instagram: @ManoukAkopyan.