Will Kawhi Leonard Become a Free Agent? 29 NBA Teams on High Alert Amid $28M Aspiration Controversy

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The NBA hasn’t handed out a major salary cap punishment in over 25 years, not since the Timberwolves’ infamous 1999 Joe Smith case. Back then, Minnesota got slammed with a $3.5M fine, lost five first-round picks, and saw Smith’s contract voided—a hit that crippled their Kevin Garnett era. Now, a new situation is brewing, and this time it involves the LA Clippers and Kawhi Leonard. Reports suggest owner Steve Ballmer and Kawhi are tied to alleged salary cap circumvention. But what does this really mean for Kawhi moving forward?

The whole situation exploded when journalist Pablo Torre dropped a bombshell on his podcast, revealing leaked documents tying Kawhi Leonard, Steve Ballmer, and the LA Clippers to an alleged salary cap circumvention scheme. According to Torre, Kawhi signed a $28 million marketing deal in 2021 with an environmental start-up, Aspiration, which was partly funded by Ballmer himself. The NBA is now officially investigating the allegations, as NBA spokesman Mike Bass told ESPN, saying, “We are aware of this morning’s media report regarding the LA Clippers and are commencing an investigation”—a development first reported by Shams Charania on X. And if true, this could have massive implications not just for the Clippers but for Kawhi Leonard’s future.

Now, here’s where it gets complicated for Kawhi. Back in 2019, after winning a championship with the Raptors, he joined the Clippers on a three-year, $104 million deal, with an opt-out clause after the 2020-21 season which he used, becoming a free agent. In 2021, Kawhi re-signed with LA on a four-year, $176 million extension, and later, in 2024, inked another three-year, $153 million deal. On paper, his 2021 extension added about $3M more per season, but Torre’s report suggests a secret side arrangement through Aspiration could have bumped that figure by an extra $7M annually, effectively making Kawhi earn $10M more each year. If proven, the NBA could potentially void parts of his contract and that could possibly make Kawhi a free agent again.

NBA spokesman Mike Bass tells ESPN: “We are aware of this morning’s media report regarding the LA Clippers and are commencing an investigation.”

— Shams Charania (@ShamsCharania) September 3, 2025

Then came the real bombshell. A former Aspiration finance department employee, speaking under anonymity, claimed they were instructed not to ask questions about Kawhi’s deal because it was explicitly organized by the Clippers to circumvent the salary cap. According to Torre, Aspiration agreed to pay Kawhi $28M in four yearly installments of $7M each, starting in 2022 and ending in 2026.

Conveniently, that timeline matches his Clippers extension perfectly. Even more suspicious? Kawhi allegedly never promoted Aspiration: no ads, no commercials, no social media posts, nothing. A clause in the contract reportedly even allowed Leonard to “decline to proceed with any action desired by the company” and still get paid, as long as he remained a Clipper.

This arrangement looks even murkier when you zoom out. Weeks after Kawhi re-signed in 2021, Ballmer invested $50M into Aspiration, and the Clippers announced a 23-year, $300M sponsorship deal with the company. But by 2023, Aspiration filed for bankruptcy, leaving behind $30M owed to the Clippers, $11M to Ballmer’s Forum Entertainment, and $7M to Kawhi’s company, KL2 Aspire LLC. Bankruptcy filings list Leonard’s company as a creditor, and if the payments were linked directly to him staying with the Clippers, the NBA could interpret this as a direct salary cap violation.

That opens the door to serious consequences, including voiding Kawhi’s deal, potential fines, and even the possibility of unrestricted free agency if his contract is ruled invalid.

So, where does this leave Kawhi Leonard? If the NBA finds sufficient evidence, there are several possible outcomes. The league could impose player fines of up to $350,000, suspend personnel, or, in extreme cases, void Kawhi’s current contract, making him a free agent before 2026. But there’s also the possibility Kawhi clears his name if the league determines he wasn’t directly involved in structuring the deal.

Given that he signed a three-year, $153M extension in 2024, the stakes couldn’t be higher, both financially and reputationally.

The NBA warns all 29 teams: Salary cap tricks could cost you big

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