Steve Ballmer has possibly done everything a sports franchise owner is expected to do. He looks after his players, then spends $2 billion on a new arena, which finally takes the Los Angeles Clippers out of the shadows of their decorated neighbors.
He has a net worth of $174 billion, making him one of the world’s richest men. That also makes him the richest sports team owner. Now, his money has become a matter of national interest after some allegations came to the fore.
Investigative podcast, Pablo Torre Finds Out, claimed that Steve Ballmer invested in a company, Aspiration, that eventually paid Kawhi Leonard $28 million to become a brand ambassador.
Torre claims he has 3000 pages worth of proof that this was done to circumvent the salary cap and ensure the star forward gets more money than he could through the Clippers.
Since then, social media and news agencies have been reporting about this, and the former Microsoft CEO decided he had to speak out. He appeared on SportsCenter to clear his name.
I don’t know why they did what they did… Look, they conned me. They conned me. I made an investment in these guys, thinking it was on the up-and-up, and they conned me. At this stage, I have no ability to predict why they might have done anything they did, let alone the specific contract with Kawhi.
Steve Ballmer told Ramona Shelburne
"I don't know anything about the court documents on this. I haven't seen them and I don't know."
— SportsCenter (@SportsCenter) September 5, 2025
Los Angeles Clippers owner Steve Ballmer denies any team involvement in the reported $28 million deal between Kawhi Leonard and Aspiration.@ramonashelburne pic.twitter.com/cXOuxMvmaZ
The 69-year-old then clarified that Aspiration signed an endorsement deal with his Clippers first. Then they introduced Leonard to the company. Since then, they have had no idea what happened. Essentially, he is echoing what Mark Cuban felt about this scandal.
During this discussion, Ramona Shelburne then asked the billionaire about Kawhi Leonard‘s uncle, Dennis Robertson. She reminded Steve Ballmer that when they were looking to sign the 2-time champion, his uncle made specific demands.
The NBA had investigated those claims and eventually cleared Ballmer and the Los Angeles Clippers of any wrongdoing. However, that investigation has remained open. Shelburne then asked if Robertson made any demands since then.
They know the rules. They, meaning Kawhi and his representatives, including his uncle. We know the rules. If anything’s not clear, we remind ourselves what the rules are… It’s important for them to abide by them, which they have.
Steve Ballmer replied
"They know the rules. They, meaning Kawhi and his representatives, including his uncle. We know the rules."
— NBA on ESPN (@ESPNNBA) September 5, 2025
L.A. Clippers owner Steve Ballmer talks to @ramonashelburne about the allegations against the organization involving the Kawhi Leonard-Aspiration deal. pic.twitter.com/Har1uHJCtt
This was not a direct response to Shelburne’s question. Instead, he sidestepped the question by talking about the rules. The problem is that such comments only continue to raise eyebrows, as Ballmer did not deny any such dealings or demands.
So far, Pablo Torre claimed that the deal Steve Ballmer conducted with Aspiration to pay Kawhi Leonard through an endorsement contract was worth $28 million.
Earlier, the Boston Sports Journal broke a story where author John Karalis claimed that a high-level source from Aspiration informed them that the deal to pay the 2-time Finals MVP was confirmed without consulting the top executives. Then came another bombshell.
The $28 million deal was to be paid in quarterly installments over four years, but it was not the only compensation Leonard received. According to a high-level source, Leonard also cut a side deal with Aspiration to receive an additional $20 million in company stock.
John Karalis wrote
This makes the total, $48 million, eerily close to the $50 million investment Steve Ballmer made towards Aspiration through Oak Tree Capital Management.
Moreover, that $20 million in stock was going to be paid out of co-founder Joseph Sanberg’s personal holdings. In addition to the lack of diligence towards this endorsement deal, this adds more layers to the scandal that has rocked the NBA.
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