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The Rosen Report · Jul 19, 2026

How I Helped NBA Players Avoid the Mayweather Trap

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Eric Rosen · The Rosen Report

Opening Comments

My last note was about my exercise and diet making me feel like Superman. The most opened links were the 30 second Bill Clinton video on the truth about Palestinians and negotiations and the scam that nearly tricked a CBS News correspondent.

Last Wednesday, I mentioned my son’s impressive credentials and asked for assistance in summer internship opportunities for next year. Within five days, Jack accepted a summer job at Fortress thanks to the power and connectivity of the Rosen Report and his years of hard work. Jack is very excited to have the chance to work at a world-class $54bn fund. My request for help resulted in over a half dozen incredible leads with world-renowned firms. THANK YOU. The Rosen family is incredibly appreciative of the support of my loyal readers. I clearly do not write this report for money. It is the connections and network that keep me going.

A few weeks ago, I was in NYC for my daughter’s 19th birthday and attended the amazing 3i Next Gen Fellows event at Marlow on the UES. Almost 100 mentors and mentees were in attendance. Given the 3i membership tends to be comprised of successful and well-educated businesspeople, the event was a huge success. The mentees range from 18-26 years old and were impressive. This program is only for the children of members, and we have already seen success with jobs and advice to help guide them through their careers. The network within 3i is hard to beat, and they constantly put on great programming to help you learn and expand your network. I have been a member since the beginning and really enjoy it. I have made some amazing contacts and made investments as well. I have taken on three mentees thus far.

In 2008, I required surgery for a torn labrum in my shoulder and outlined how it happened in the note, “The Brilliance of Eric’s Stupidity.” The surgery was a complete disaster, and I required physical therapy for an extended period of time. I was on a table in the PT office when I recognized the man next to me. I happened to read an article about him, and my ability to recall the details of his life was startling. I told him I am a big fan of the NBA and want to help his players at no charge. The man was Billy Hunter, who at the time was the Executive Director of the NBA Players Association (1996-2013).

I gave Billy my card and let him know that any NBA player could call me 24/7, and I would be there to guide them, as I was so frustrated watching players file for bankruptcy after earning tens of millions of dollars. I let him know my services were free of charge. The only thing I would ask is if I were at a game, they could pose for a picture with my kids if they were there.

A couple of weeks after our first meeting, Billy invited me to a lunch with a half dozen NBA players. These men were massive. I felt like a child sitting at the table. I introduced myself and explained why I was there. I gave them my cell phone and told them that I am not here to make investments, and I will never charge for my advice. I will tell them what they should not invest in, size investments, help them budget, and answer questions about markets or introduce them to people in my network.

I won’t go through all the ridiculous conversations, but my phone lit up from players across the league with questions. I was brutal in my responses to idiotic investment proposals. Far too many idiotic restaurant ideas to mention. Billy Hunter was so appreciative, he scored me some amazing seats to the Lakers/Celtics finals in 2010.

Remember, nearly 20 years ago, salaries were far lower than today’s obscene numbers. One memorable discussion was a player’s request for a $750k loan to “shore him up” until a contract payment of $3mm three months ahead. I called his agent and his lawyer to understand the upcoming payment. He had already “pledged” the entire payment not factoring in the taxes or agent fees of a high tax state. Needless to say, I did not assist him in his loan request. He was upset and could not understand why I was unable to help.

The player who I became the closest to was Derek Fisher, the LA Laker who won five championships and eventually became the head coach of the Knicks. Derek and I had regular calls, and I found him incredibly amenable to my suggestions. I built him a budget to be sure he was saving for his future. I believe I made an impact on him and his knowledge of finances. In return, he set Jack up with some players for pictures.

What made me think of this story was the absurdity of Floyd Mayweather have a $7mm+ tax lien for inability to pay taxes. He had previously settled a prior IRS issue in 2023 for $5.5mm. He had his passport revoked recently due to the IRS troubles. I have often written about my frustrations with athletes and stars who live ridiculous lives. Mayweather earned approximately $1.1bn in career earnings, including $275mm for one fight against Conor McGregor. Despite his massive income, he had a lot of expenses (managers, agents, lawyers, entourage…) and bought ridiculous things….He had a $100mm watch collection. His cars were crazy, including a $5mm Koenigsegg CCXR Trevita, a bunch of Bugatti, Pagani, Aston Martin, Bentley, McLaren, and Ferrari super cars. He owns two private jets (Gulfstreams), as he NEEDS one for his staff. The NY Post article from 2017 was entitled, “Here’s all the crazy ways Mayweather blows his millions,” and was a foreshadowing of what was to come. From the article, “I sold him the car that went with that piece [of jewelry],” co-owner Josh “Chop” Towbin tells The Post. “I’ve sold him 116 cars — 16 of which were Rolls Royces — and 80 were for other people.” Mayweather only wore shoes one time and made six-figure wagers with regularity. He would drop tens of thousands at strip clubs, and now it seems the best pound-for-pound fighter of all time has overspent. Had I been his advisor, I could assure you this would never have happened. Things are so bad, he may fight Pacquiao again with a combined age of 96 years.

This all boils down to be judicious with your hard-earned money and living well within your means. People make fun of my frugality. I brag about how I am cheap, after all, I drive a Kia Telluride, not a Lambo! I have been with limited means and I have been wealthy. I must tell you, I would far rather live well within my means and sleep at night. I don’t care what anyone else thinks.

        In recent days, there has been an escalation in the Middle East with respect to the US hitting bridges and military infrastructure within Iran and Iran getting more aggressive with attacks. I have written that I felt oil was too low and the war was not over despite Trump’s proclamations. In response to the US attacks, Iran hit a desalination and power plant in Kuwait and attacked American bases in Syria and Bahrain. Iran also struck the Kuwait National Petroleum Company North Pier crude export facility, which generates 90% of the country’s economy. The US sent dozens of refueling aircraft to Israel ahead of a potential attack on Iran. The IRGC warned “zero hour” near for strikes on US Navy. Despite Trump’s TACO (Trump Always Chickens Out) trade, I am cautiously optimistic he will send a stronger message this time with some serious bombing. The IRGC are not to be trusted and will NEVER abide by any deal. The only thing they understand is complete destruction.

        • Despite Mamdani’s efforts to make the city more affordable, the opposite is happening. When I moved to NYC in 1997, I paid $2,500 for a large “Junior 4” on the Upper West Side. In 2001, I rented a 2,500 square foot PH in the Village with 3 bedrooms, 3 bathrooms, a chef’s kitchen, full laundry room, and a large terrace for $7,000/month. A one bedroom in the same building is now $8,000+/month and has no amenities other than a doorman. The city’s housing crisis has hit “DefCon 1” — with average rents for a one-bedroom in Manhattan hitting an all-time high of nearly $5,500 last month, and Brooklyn following suit, according to new data and critics. “We need bold action. This is a crisis,’’ New York City Comptroller Mark Levine posted on X over the weekend, along with a link to the latest figures from the inhabit blog by real-estate giant Corcoran Group. The dismal June stats reveal that renters paid an average of $5,408 for a one-bedroom in Manhattan, with studio prices not far behind at $4,014. The crisis continues despite the recent approval of Mayor Zohran Mamdani’s long-promised and controversial rent freeze on the city’s nearly 1 million rent-stabilized apartments by the Rent Guidelines Board. Of those now rent-frozen apartments, a staggering 57,000 sat empty in 2025 — a 5.6% vacancy rate, according to data obtained by The City Reporter. Idiotic policies and red tape have contributed to the crisis.

        • There is a new James Bond-inspired mansion in Delray, Florida asking $85mm. The place is bonkers. It is not my style and could not recommend anyone spend $85mm to live in Delray, but this is another level. The 23,000-foot mansion is tricked out and a bit overdone. However, I have never seen anything like it. The house has too much going on for any buyer with taste, but the place would be fun to attend a lavish party. The property is in Stone Creek Ranch, in West Delray, which is home to other well know Floridians. (Mark Wahlberg, Steve Cohen, Khalil Mack, and Russ Savage). There are multiple safe rooms and the most bonkers two-story closet I have ever seen. Although the finishes are incredibly high end, there is far too much movement in this house and I find it dizzying. Here is the listing with all kinds of pictures. If anyone has interest in seeing high-end homes in South Florida or NYC, I am licensed in both states.

        • Yet another example of the flex from the wealthiest people in the world according to this WSJ article. The ultimate billionaire flex is no longer buying a mansion—or even two. Deep-pocketed buyers are increasingly snapping up neighboring properties to create private compounds, with amenities from parking to padel.

          “Landmaxxing”—the quest to optimize one’s land holdings by acquiring more acreage—drove the luxury market during the first part of the year, according to a new midyear report from Coldwell Banker, which said U.S. luxury-property searches doubled in the first five months of the year, compared with 2025. Searches for buildable land are up 97% year-over-year, while searches for distinct properties, including private islands and estates, more than doubled. Unlike the rest of the housing market, which has been vulnerable to higher interest rates and economic uncertainty, luxury real estate is fueled by lifestyle and massive wealth creation. Some high-profile ‘landmaxxers’ include Ken Griffin, who has spent more than $450 million assembling a 27-acre compound in Palm Beach, and Jeff Bezos, who shelled out more than $230 million for properties on Miami’s Indian Creek Island. Oracle billionaire Larry Ellison is a prolific buyer in Malibu, Calif., Incline Village, Nev., and Manalapan, Fla. For me, all I want is a padel court. Is that too much to ask?

        • Here’s why the housing market is hurting so much this summer

        © 2026 The Rosen Report LLC. All rights reserved. Does not constitute investment, financial, legal, or tax advice. Consult with your lawyers and professional financial advisers. Rosen Report#907 ©Copyright 2026 Written By Eric Rosen.

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