Why would the richest boxer in the world spend his retirement putting his health on the line? Floyd Mayweather, who supposedly made over a billion in his decorated career, is not only scheduled to face Mike Tyson in an exhibition but has also agreed to a rematch with rival Manny Pacquiao, a decade after their first fight. This appears to have prompted UFC color commentator Joe Rogan to raise a valid question.

“Now they’re gonna do it again, and they’re both 50, it’s crazy,” Rogan said on his podcast, episode JRE MMA Show #174, featuring Terence Crawford. Yeah, I’m gonna watch it, f— yeah I’m gonna watch it. I’m gonna watch him fighting Mike [Tyson], I think that’s crazy. Look at Floyd, Floyd spends money like it’s a tap, like he’s got a tap with an unlimited amount of money.

“And even as much money as he’s made in his career, which he’s probably made as much, if not more than any boxer ever, there are all these lawsuits,” Rogan added during the podcast. “He hasn’t been paying things, and he owes money on this and owes money on that, and it’s like, now he’s got to come out of retirement.”

It’s worth noting that Floyd Mayweather is currently facing multiple legal disputes. Two Miami-based jewelers—AJ’s Jewelry and Leonard Sulaymanov—have reportedly sued him over alleged unpaid jewelry purchases. In addition, he is being sued by the owners of a luxury apartment he rented in Manhattan, who claim he has not paid the full rent owed.

At the same time, Mayweather has launched a major lawsuit of his own. He filed a $340 million suit against his former broadcaster, Showtime, alleging that former executive Stephen Espinoza diverted money that was contractually due to him to his longtime business partner, Al Haymon. With several cases unfolding simultaneously, the financial and legal stakes are undeniably high.

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Amid these legal battles, speculation has grown that Mayweather’s return to the ring is financially motivated. He famously defeated Manny Pacquiao in their widely criticized but commercially massive 2015 bout, reportedly earning between $250 million and $300 million from the fight. And a rematch is reportedly being targeted for September 19 at The Sphere in Las Vegas.

Meanwhile, Mayweather is also scheduled for an exhibition bout against Mike Tyson in the Democratic Republic of the Congo on April 25. However, Mayweather wasn’t the only one being talked about in Joe Rogan’s podcast. 

Terence Crawford has a worse take on Mike Tyson vs. Jake Paul than Rogan’s on Floyd Mayweather

If you know Jake Paul, you would know that his fights often attract the tag of being ‘scripted.’ His November 2024 clash on Netflix against Mike Tyson was no different. Journalist Piers Morgan called Paul’s fight ‘scripted,’ and immediately attracted threats of a lawsuit from Paul, prompting him to walk back his claims immediately after. 

Despite that, former three-division undisputed champion Terence Crawford boldly claimed that Paul’s fight against Tyson was scripted during his chat with Joe Rogan. 

“I don’t know, I think it was scripted,” Crawford told Rogan. “I ain’t never seen Tyson biting his gloves. It was taking all that he could to not hit him. It’s heartbreaking seeing an icon go out like that.

Despite Tyson reportedly earning $20 million, Crawford didn’t budge from his stance on the fight.

“He shouldn’t have been in there. At all. I think there’s other ways [to make money].” 

Notably, Mike Tyson, who was 58 during the fight, gassed out after the first round and handed the bout to Jake Paul on a silver platter. ‘The Problem Child’ won the fight via unanimous decision. 

Clearly, neither Joe Rogan nor Terence Crawford is afraid of speaking their minds on controversial matters. However, the bigger question is: Do you agree with them?