The proposed trade between the Toronto Raptors and the Los Angeles Clippers, which would send Kawhi Leonard to Toronto, remains on hold pending the conclusion of an NBA investigation into the Clippers’ business dealings. The Raptors have officially announced they will not finalize the deal until the league clarifies the potential risks associated with Leonard’s contract and the team’s past financial practices.
NBA Investigation Into Clippers and Aspiration Fund
At the center of the league’s inquiry is a $28 million endorsement contract involving Kawhi Leonard and the now-bankrupt firm Aspiration Fund Adviser LLC. A report published last September by journalist Pablo Torre alleged that this arrangement violated NBA salary cap regulations. The Clippers have denied these claims, asserting that they did not funnel money to Leonard through the company.

According to a statement released by the Clippers on Thursday, the team maintains that they were victims of a fraud orchestrated by Joe Sanberg, the individual behind Aspiration. Sanberg has since been convicted and sentenced to 14 years in prison. The Clippers have stated they are cooperating fully with the league, having provided tens of thousands of documents and facilitated dozens of interviews with staff members.
Kawhi Leonard is a former Finals MVP for the Toronto Raptors, having led the organization to a championship during his previous tenure in 2019.
Trade Risk and Ownership Liability
The delay stems from a disagreement over who bears the financial risk of potential league penalties. ESPN’s Shams Charania reported that the NBA league office informed the Raptors that they would assume the risk of any outcome resulting from the investigation if they proceeded with the trade. The Raptors confirmed this, stating, “the NBA league office informed us that as a result of the ongoing investigation involving the Clippers we would assume the risk of any potential outcome.”
The proposed package reportedly includes Brandon Ingram, Gradey Dick, and a combination of two first-round and two second-round draft picks heading to Los Angeles. The Clippers have acknowledged the situation, noting that they were informed the trade can only move forward if Toronto’s ownership group agrees to absorb any theoretical penalties related to Leonard’s contract.
Kawhi Leonard’s Contract Status and Representation
Leonard, 35, enters the final year of his contract valued at $50.3 million. His future financial outlook remains a significant factor, as he is eligible for a two-year extension worth up to $123.7 million. Amid these ongoing trade discussions, Leonard recently changed his representation, hiring Harrison Gaines of SLASH Sports to handle his affairs.
Gaines, who previously served as Leonard’s business attorney, takes over for Mitch Frankel. Frankel had worked closely with Leonard’s uncle, Dennis Robertson, to manage the player’s professional agreements. This shift in representation comes as Leonard prepares for potential contract negotiations regardless of which team he suits up for next.
Frequently Asked Questions
Why is the Kawhi Leonard trade delayed?
The trade is delayed because the NBA is investigating the Clippers regarding alleged salary cap violations involving a former endorsement deal. The Raptors are waiting for the investigation to conclude to avoid inheriting any potential league penalties.

What assets are involved in the trade?
Reports indicate the deal includes Brandon Ingram, Gradey Dick, and four draft picks—two first-round and two second-round selections—moving to the Clippers.
What is the status of the NBA investigation?
The investigation is ongoing. The Clippers state they have been fully cooperative, providing thousands of documents and participating in numerous interviews to demonstrate they were victims of fraud by a third party, Joe Sanberg.
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