Stephen A. DESTROYS Floyd Mayweather After $500 Million Debts EXPOSED By Business Insider

[00:00:00]Uh hello. You know, I mean what I'm like, what man doesn't understand what I'm saying? And that's where we get into a bigger broader subject about what piss me off [music] about how pathetic this industry can be at times. How you don't act like you don't agree with me. Don't act like you don't see meaning you don't see what I'm saying. Don't act like I'm out of left field as a man. So, I assume that Mayweather was in a similar spot because he made so much cash and if you invested even in common stocks, you should do pretty well. But, >> I mean, listen, Mayweather never flies commercial.

[00:00:38]He's only flying prime.

[00:00:42]And why are we attempting to tease Floyd? Is Floyd May Yes, he's broke. Of course, he's broke. He's a boxer.

[00:00:50]Did they say can't read?

[00:00:54]That's not to tease him. They say that he can't read. His best friend at the time said that he can't read and he never denied it.

[00:01:00]>> Steven A. Smith criticized Floyd Mayweather Jr. over his spending habits while reacting to a Business Insider report about Floyd's alleged financial issues. Smith argued that Mayweather should have managed his fortune more carefully, focusing on smart investments and long-term financial planning rather than spending large amounts of the money he earned throughout his boxing career.

[00:01:19]>> And make sure you develop your own lobbyist, [music] right? And you and it's a an abundance of y'all and y'all have the capital to influence government, but you're not thinking like that because it involves real work and it involves a real conscientious [music] thought. RC might have that. I might have that. You >> Steven A. Smith also shared an old video from the height of Floyd Mayweather's career showing a visit to the boxing stars lavish home. In the footage, Mayweather proudly displayed his wealth, giving a tour of his collection of luxury cars, high-end [music] watches, and other expensive possessions that reflected the enormous success and fortune he had built during his time at the top of the sport. [music] >> Beautiful house, my man. How many square feet is this?

[00:02:00]>> A little bit over 20,000 square ft.

[00:02:02]Three or four levels.

[00:02:04]>> Money Mayweather seems appropriate that you would be living in Vegas.

[00:02:08]My mentality is always about, you know, working smarter, not harder.

[00:02:14]>> I see that picture. Who is that?

[00:02:17]>> That's where it all started from.

[00:02:18]>> That's you.

[00:02:19]>> That's me. This picture is old school. I got the old school gloves on. Mhm. And this is made of carpet, actually.

[00:02:26]>> Yeah.

[00:02:27]>> And I'm standing in a boxing ring in Grand Rapids, Michigan at Tawasi Boxing Club. That's where it all started from.

[00:02:35]But you knew instantly you wanted to be [music] a fighter.

[00:02:37]>> It's all I knew my whole life. That's all I knew.

[00:02:41]>> What's your definition to toys?

[00:02:42]>> Well, you know, um, [music] you know, private jet. Um, >> Aries Spears criticized reckless spending habits by pointing to Mike Tyson's financial struggles as an example, emphasizing that even the most successful athletes can face serious money problems when wealth is not managed wisely. He suggested that poor financial decisions and excessive spending can quickly diminish even the largest fortunes.

[00:03:05]>> House I was hanging out at was one of like the OG jewelers. Like these are the, you know, one of the jewelers that supplies like all the other jewelers, right? [music] >> And he told me that Mayweather is broke.

[00:03:17]>> I I keep hearing this.

[00:03:19]>> Yeah. I don't know if it's true.

[00:03:21]>> I don't think I don't think so. But he said that based on his spending and so forth, this is why these fights are happening now that he needs to make some money back. That the spending has outpaced the money that you know.

[00:03:33]>> I mean, he's been retired, >> right?

[00:03:35]>> You know, and he's still, you know, flying to Monaco with a bad [ __ ] buying up half the store, >> right? Always flying private.

[00:03:42]>> Yeah.

[00:03:43]>> Does he have Does he have his own plane?

[00:03:44]>> Yeah, he does.

[00:03:45]>> He does. Right. So, that's massively expensive.

[00:03:47]>> Even if you own it, the upkeep is huge, >> right? plus all the properties, all the property tax.

[00:03:54]Yeah. I mean, if you're not properly invested, I mean, because there was like he was saying that he bought this building in the diamond district, but people are saying that's, you know, the same jeweler said that's actually not true, >> right?

[00:04:03]>> So, so there's been a lot of stuff like that. Listen, I hope not, man. But I remember I interviewed Tyson. He lost like 300 mill. Grant Cardone, a well-known business expert, criticized Floyd Mayweather's financial approach, arguing that poor investment decisions and careless spending habits limited his ability to build lasting wealth. Cardone suggested that smarter financial planning and strategic investments could have provided [music] greater long-term stability and continued financial growth. You know, Floyd Mayweather's got 22 million people follow him, but is it any good? Like, like I don't know what it does with him. Like, does it do does it do business with him? Does it transact with him? I know guys with big followings there's still but there's nothing nothing happens as a result of the of the following.

[00:04:44]>> So you on the is Floyd rich or is Floyd broke? Which which side of >> I don't I you know I think Floyd I think Floyd ends up broke.

[00:04:52]>> Ends up broke >> if he doesn't it's not it's not a Floyd thing. It's not a Floyd thing. It's an asset thing. If you don't end up in assets you end up broke.

[00:04:59]>> Yeah.

[00:04:59]>> So because you can't keep fighting forever.

[00:05:01]>> So Floyd was watching right now. What would you say to him?

[00:05:05]You know, Floyd, you need to spend as much time working on your investments as you do in Ne Nean Marcus or the Gucci store, the Fendy store. Like, >> you can just invest with you though, right?

[00:05:15]>> He could invest to Cardone Capital, you know? I I mean, I would ensure that he's a billionaire.

[00:05:20]>> Wow.

[00:05:21]>> Like, you you you you cannot become a billionaire. DJ Academics reacted to Business Insiders report on Floyd Mayweather, discussing allegations that the boxing star had unpaid Mercedes related debts and several other outstanding financial obligations. The report raised questions about Mayweather's financial management [music] with claims that some of these obligations had remained unresolved despite his enormous career earnings.

[00:05:43]"I'm financially set. I want to let everybody know this," he said in 2021.

[00:05:47]"Every property I have is paid for, my jet paid for, all my cars are paid for.

[00:05:51]I own a billion dollar bis buildings.

[00:05:55]Everything is no longer paid for.

[00:05:58]They're exposing him. If you don't know, Mayweather took out millions of dollars in mortgages on his homes last year.

[00:06:02]Business insider review shows he also faced a string of lawsuits and leans that say he owes money for a Mercedes Mayback Gwagon.

[00:06:12]Wait, they make Mayback Gwagens? What the um jet fuel, which obviously is for his jet, and garbage collection at his Las Vegas mansion. And so look like they've pulled all [music] his debt. At the same time, he's trumpeted a major entry into the big league. He's trumpeted a major entry into the big league commercialized real estate.

[00:06:29]Starting in the fall of 2024, uh Mayweather talked about spending uh talked about spending bliss on commercial property in New York through >> Wade Plemen stated that Floyd Mayweather generated enormous wealth throughout his boxing career, but suggested that more effective use of those earnings and wiser financial choices could have strengthened his long-term financial security and helped preserve his fortune for the future. because he owed so much money to them and had apparently not much of it in [music] liquidity, not much that he could actually spend, or at least that's what his representatives said. His representatives wrote back to the IRS, it's true story, you guys can look it up, that he could not make the payment. He couldn't do it. He didn't have 22 million liquid in cash for a guy that had made up until that point, let's just say $900 million because he made 300 mil fighting Connor. He didn't have 22 million sitting around in a bank for all that cash he's flexing for all those cars, for all the places. And again, not saying that [music] multi-millionaires and billionaires have a billion dollars liquid, but you couldn't have found 22 mil. So, his representative said, "Wait, we're going to have this fight and then he'll pay you after [music] the Floyd Mayweather has long portrayed himself as one of the greatest fighters in boxing history, often claiming that no one can match his achievements or ability inside the ring. While self-belief is a key part of success in professional sports, his constant promotion of his own greatness has frequently frustrated fellow fighters, fans, and analysts, many critics feel that his repeated claims and public displays of confidence can come across as arrogance, sometimes drawing attention away from the accomplishments that earned him his status. Even so, Mayweather's record and achievements speak for themselves, as he built an exceptional career filled with major victories and championship titles.

[00:08:14]However, his reputation for showcasing his wealth and emphasizing his superiority continues to divide opinion, [music] leaving many people impressed by his success, while others remain critical of his public image.

[00:08:25]>> Rated now, you know, I don't think there's [music] no boxer in history that has accomplished what I've accomplished.

[00:08:34]Um, [music] not bragging or boasting, just speaking the truth. Um, I take my hat off to a lot of legendary champions, you know, that paved the way [music] for me to be more mad in the sport of boxing, but that was their >> [music] >> era and this is my era.

[00:08:54]Had tremendous career. Um, and we got young fighters that's on the rise [music] that's under our banner.

[00:09:02]The ultimate goal is to find the next Floyd Mayweather that can [music] break my records. So is Javanta Davis.

[00:09:09]>> Cha Sonnen explained that Floyd Mayweather's situation reflects a challenge faced by many top athletes after retirement. While a successful career can bring enormous wealth, fame, and recognition, those benefits often diminish once competition ends. Sonnen noted that many fighters spend their entire lives focused on the sport and may struggle to adjust when their careers are over. Without smart financial planning, sound investments, and reliable sources of income outside boxing, even highly successful athletes can face financial difficulties. He emphasized that earning large amounts of money is only part of the equation, as preserving and growing that wealth requires discipline, careful decision-making, and long-term planning long after the spotlight fades. Do you know that isn't broke?

[00:09:53]What a ridiculous question.

[00:09:56]But but but it's the fact that they're attempting to tease him. I mean, first off, they're asking the question. Look, I I I've told you until I'm I'm blue in the face. The numbers that you hear in boxing simply aren't true. Floyd made a billion dollars. No, he didn't. Floyd and Connor made half a billion dollars.

[00:10:12]No, they didn't. Of course, they didn't.

[00:10:14]Nobody's ever confirmed that.

[00:10:17]Literally, nobody. It It's the same thing with boxing pay-per-view.

[00:10:21]Whatever boxing pay-per-view is the biggest boxing pay-per-view of all time is just whoever put out the press release and lied more than the person before them. These have never zero never been confirmed by leadership of a publicly traded company who is the one that supplies the pay-per-view. It is illegal for them to lie. You have never heard Time Warner.

[00:10:40]You've never heard Cox never heard or Direct TV. of >> Dan Labatard discussed the financial issues surrounding Floyd Mayweather, noting that in February 2026, Mayweather filed a $340 million lawsuit against Showtime Networks and former executive Steven Espinosa in an effort to recover money he believes is owed and strengthen his financial position. Throughout his boxing career, Mayweather reportedly earned more than $1.2 billion from fight purses alone, making him one of the highest paid athletes in sports history.

[00:11:08]However, Labatard pointed out that despite those extraordinary earnings, Mayweather's spending habits have also been on a massive scale, fueling ongoing questions about how such a large fortune has been managed over the years.

[00:11:20]>> Massive $340 million lawsuit against Showtime Networks and former executive Steven Espinosa. So, he's trying to get some bread right now.

[00:11:29]>> The estimate is that he made over [music] $1.2 billion over the course of his career in just earnings from fights.

[00:11:36]>> Yeah. I think a question though that that you should also ask outside of like how much has he made is how much has he spent, you know, [laughter] because I I would say he's fully capable of spending close to a billion dollars in the last 25 years. Uh you say that, but I I not that turn into into the movie Brewster's Millions from the 1980s. It's hard to spend that. It really is hard to spend that much money and end up in a situation where you have to fight at 49 because you're so used to a lifestyle that uh brings in giant amounts of money that the only way for you to make a giant amount of money is to do what he's presently.

[00:12:14]>> He is believed to have spent nearly a billion dollars over the past 25 years supporting a lavish lifestyle that included luxury vehicles, [music] expensive jewelry, designer fashion, and other high-end purchases. Dan Labatard argued that spending at that level can make it difficult for anyone, regardless of how much they earn, to maintain lasting financial security. He compared the situation to the film Brewster's Millions, [music] suggesting that excessive spending can eventually lead to unexpected decisions, including continuing to compete later in life to generate additional income. Labatard also noted that a significant portion of Mayweather's fortune was built on public interest and the curiosity of fans who tuned in to see whether he could finally be defeated, highlighting the powerful role that celebrity, [music] attention, and spectacle play in the business of boxing is something that somehow will make money because people will still want to watch if Floyd Mayweather can lose because that's where he made his 1.2 million million $1.2 billion dollars. He made it in us watching to see if he'd lose.

[00:13:15]>> I don't even think like it's just celebrity boxing is so popular because we are obsessed with celebrity culture and this is the rare reality show in which we can see people fight you know like oh wouldn't it be DJ Academics reported that Floyd Mayweather claimed to fully own a $42 million portfolio of rent regulated buildings in Manhattan although public property records reportedly did not clearly verify that ownership. He also noted that two of Mayweather's commercial properties were foreclosed on within the past 18 months, while his Las Vegas business, The Girl Collection, reportedly faced tax issues involving more than $52,000 in unpaid taxes. In [music] addition, Mayweather has been involved in legal disputes related to alleged unpaid luxury [music] purchases, including expensive watches and jewelry. Reports also indicated that creditors sought claims against his Gulfream [music] jet known as Air Mayweather, which was later sold along with several Beverly Hills properties.

[00:14:11]Financial experts cited by academics suggested that even substantial wealth can face serious challenges without careful management and strong professional financial guidance.

[00:14:20]Conference with a session titled Real Estate Knockout, the Floyd Mayweather Strategy.

[00:14:28]Give me one second. the Floyd Mayweather strategy.

[00:14:33]Um, the big talk doesn't always end in big deals though. Business Insider found chat, they're exposing them.

[00:14:38]Mayweather's social media last year promoted an article that he reported that he made $100 million in the portfolio of a Manhattan [music] luxury high-rise apartment towers owned by Gold Partners. People with knowledge of this investment said Mayweather put a nominal sum late last year and did not invest further and his initial equity in the deal was later absorbed by the gold partners leaving him with no stake. The portfolio of the buildings was eventually spun off into publicly traded entity. Uh in February Mayweather also said he bought a portfolio in a rent regulated apartment buildings in upper Manhattan for $42 million declaring that all the buildings belong to me. I don't got no partners. Business Insider previously reported that there were no property records showing an outright or DJ Vlad offered a revealing perspective on Floyd Mayweather's financial situation, noting that a well-known jeweler suggested the boxing legend may be facing financial pressure after years of extravagant spending. Throughout his career, Mayweather became famous for displaying his wealth through luxury cars, expensive watches, designer items, and other high-end purchases, creating an image of immense financial success.

[00:15:44][music] However, Vlad pointed to reports alleging unpaid debts to jewelers and other businesses, raising questions about whether some of those lavish displays were supported by readily available cash. According to Vlad, these reports highlight the potential risks of maintaining an expensive lifestyle, even for someone who earned enormous sums during a historic boxing career.

[00:16:04]>> You would think that your investments would continue to grow, right, >> as long as you keep your spending under wraps. like like right now like I could retire right now. This could be my last interview ever, >> right?

[00:16:17]>> And with my investments, you know, I invested into a lot of great companies like Google and Amazon and Tesla over the years and those companies have all grown and continue to grow, right? And I could actually borrow money against my stock portfolio without even selling.

[00:16:31]>> This contrast between public image and financial reality highlights an important lesson about managing wealth.

[00:16:37]What people see on the surface does not always reflect a person's true financial position, even when that individual is viewed as one of the wealthiest figures in sports. DJ Vlad suggested that Floyd Mayweather's situation serves as a warning for athletes and celebrities who place too much emphasis on luxury, status, and expensive lifestyles without focusing equally on long-term financial planning. He argued that even enormous earnings can be reduced by poor financial decisions and that lasting wealth requires discipline, smart investments, and careful management. By comparing Mayweather's extravagant lifestyle with reports of financial obligations and legal disputes, the discussion illustrates the difficulties many elite athletes face when trying to preserve their wealth long after their peak earning years.

[00:17:20]>> They told me that Mayweather is in financial problem. See, here's the part about actually losing your money. When you're on that level and you're, you know, kind of like flossing, showing up, nobody gives a like people are there people actually praying for you to be broke and then when you do go broke, that's what people are going to say. Oh, well, you know, you should have invested better. Nobody's going to care. Nobody's going to give him any loans. So now, you know, we might see Mayweather doing >> people will give us some loans.

[00:17:47]>> Maybe, >> you know, listen, he's cozing up to Israel. That's >> But the thing about it is what I mean he had Mayweather Promotions. Yeah.

[00:17:54]>> And he was hosting a big you know he had Javvante Davis under his cars and so that that's a a Javvante >> right.

[00:18:02]>> So if you if you can sustain that you don't ever have to box again. But now he's has to take fights because you know when you when you floss like Mayweather you can't go down.

[00:18:12]>> Yeah. You got to stay right there because people are going to beep any kind of chinks in your armor if you're not wearing [music] three or four big mill.

[00:18:21]>> One of the more surprising legal disputes involving Floyd Mayweather centered on allegations of unpaid bills for luxury jewelry. A Miami jeweler claimed that Mayweather received several high- value pieces but failed to complete the agreed payments leading to a lawsuit. The case drew attention because it appeared to conflict with Mayweather's long-standing image as one of the wealthiest and most extravagant figures in sports. While he is widely known for showcasing luxury cars, expensive watches, and a lavish lifestyle, allegations like these raised questions about financial responsibility behind the scenes. The dispute also served as a reminder that even individuals who earn enormous amounts of money can face challenges if spending and financial obligations are not carefully managed. Beyond the legal claims themselves, the case sparked broader discussions about the importance of long-term financial planning and the potential consequences of placing too much focus on maintaining a high-profile image.

[00:19:13]>> A Miami jeweler that goes by the name of Leonard Sulamov is like, "Give me my money.

[00:19:22]Give me my money." So, he is hitting Floyd Mayweather with a huge lawsuit.

[00:19:28]Y'all, we're talking about a cool $4 million for some luxurious watches and diamonds that Floyd supposedly forgot to pay for it. Y'all know he forget to cash checks. So maybe, you know what I'm saying? He might have forgot to pay for it for real. So even y'all tell >> Floyd Mayweather made a significant change to his public image when he moved away from the nickname pretty boy Floyd and adopted the name Floyd Money Mayweather. The change reflected both his confidence as a fighter and his ambition to build extraordinary wealth.

[00:20:00]He embraced the new identity by openly displaying his success through luxury cars, designer fashion, expensive jewelry, and other high-end purchases.

[00:20:09]Over time, this lifestyle became a major part of his brand, helping him stand out not only as a boxing champion, but also as a symbol of financial success and extravagance. While many fans admired his achievements and business success, others viewed his constant displays of wealth as excessive. As a result, Mayweather's public image became a mix of respect, fascination, and [music] criticism, making him one of the most talked about figures in sports.

[00:20:34]>> This is Money Mayweather, not Pretty Boy Floyd. You see, in boxing, usually people have like an alter ego, the character they play. He had to change his character from Pretty Boy Floyd to money because Pretty Boy Floyd had a problem. You need to listen. Now, the problem was he was tiny, but more than that, his hands were tiny. Now, I don't know much about JB, but I know he ain't big and then boy got the same frame that's twinning in him. Now, let me be more specific. It wasn't his hands so much that [music] were tiny. It's that they were brittle. It's believed to be genetic cuz his dad broke his hand and his uncle broke his hand. Yeah, they were all boxers and them boys could throw [music] hands. But that does not mean he had it easy. You see, his dad sold a bunch of stuff. And his mom did a bunch of stuff. So to escape his traumatic childhood, all he would do is train day in and day out. He said, "I had to take care of my mom." But he trains so much. However, recent reports about Floyd Mayweather's financial difficulties have led some people to view him differently. For years, he projected an image of unmatched wealth and success, making him seem untouchable in the eyes of many fans. As questions about his finances have emerged, some observers have reacted with a sense of satisfaction, particularly those who are frustrated by his frequent displays of luxury and self-promotion. The contrast between his public image and the challenges he is now reportedly facing highlights how quickly perceptions can change. It also serves as a reminder that fame, success, [music] and enormous wealth do not make anyone immune to financial pressures and that even the most accomplished athletes can face periods of uncertainty and scrutiny. It turns out that both of his hands were severely injured. They told him, "Floyd, you not boxing anymore." He said, "Nah, I'm gonna box." They said, "No, no, no.

[00:22:17]You're not hearing me. The problem is you already beat everybody your size."

[00:22:21]Listen, Floyd had a bigger issue. He needed to start boxing people that were [music] way bigger than him cuz everybody his size couldn't hang with him. So, if his hands were breaking against smaller guys against bigger guys, he better have no arms. So, Mayweather's team said, "We need to switch things up." This dude Mayweather's promoter said, "Switch things, whatnot. Everything saying the same stupid." He said, "Unless y'all got 750K, the ex your contract is done."

[00:22:45]Mayweather said, "Here." He said, "What?

[00:22:46]I don't pay you that much." Mayweather said, "I've been saving up for this day." He said, "Oh, okay, big dog. You got it." Well, they devised a plan. Go from Pretty Boy to Money. See, Pretty Boy loved to throw hands, but Money was a defensive specialist. In fact, he's easily considered as the greatest defensive boxer of all time. But that wasn't the only reason he changed.

[00:23:07]>> That concludes today's video. Thanks for watching and be sure to stay tuned for more updates, analysis, and discussions in our next episode.