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Details on Kawhi Leonard's Uncle's Absurd Request With Raptors Resurfaces

Amid Kawhi Leonard's allegations with the Los Angeles Clippers, details resurface of his uncle's absurd request to the Toronto Raptors
Apr 11, 2025; Sacramento, California, USA; Los Angeles Clippers forward Kawhi Leonard (2) reacts during the first quarter against the Sacramento Kings at Golden 1 Center. Mandatory Credit: Darren Yamashita-Imagn Images
Apr 11, 2025; Sacramento, California, USA; Los Angeles Clippers forward Kawhi Leonard (2) reacts during the first quarter against the Sacramento Kings at Golden 1 Center. Mandatory Credit: Darren Yamashita-Imagn Images | Darren Yamashita-Imagn Images

Kawhi Leonard has reached the top of basketball, being a Finals MVP for two separate franchises, winning Defensive Player of the Year twice, and having several All-NBA and All-Star appearances to his name. Therefore, when he decided to enter free agency in 2019 after winning the Finals with the Toronto Raptors, he was expected to command top dollar.

In the end, he decided on the Los Angeles Clippers, especially after the team decided to acquire All-NBA forward Paul George to pair alongside him. While the Clippers aren't the biggest market, it wasn't a surprise to see Leonard join the Clippers, especially with his roots in Southern California. But, as fans have learned this past week, there could've been another reason for him joining the Clippers.

As has been reported by The Athletic's Pablo Torre, the Clippers star received $48 million in compensation in a "no-show deal" with then Clippers sponsor, Aspiration. While Clippers owner Steve Ballmer has come forth and denied these allegations in a recent interview with ESPN, it appears as though the NBA is now looking into the situation to see if there was any wrongdoing.

As this is going on, details have resurfaced about prior negotiations that Leonard's uncle partook in, making an absurd request to the Toronto Raptors to supplement the contract on the table.

The Resurfaced Details

Leonard's uncle, also known as Uncle Dennis, made requests to both the Toronto Raptors and the Los Angeles Lakers during 2019 free agency. With the Raptors, "[he] asked for an ownership stake in the Toronto Maple Leafs, because that way he wasn’t asking for a piece of the Raptors," the Toronto Star's Bruce Arthur wrote.

Given that the Raptors and Maple Leafs are under the same ownership group, Dennis' request was declined.

Los Angeles Clippers, Kawhi Leonar
Feb 28, 2024; Los Angeles, California, USA; Los Angeles Clippers forward Kawhi Leonard (2) moves the ball against Los Angeles Lakers forward LeBron James (23) during the second half at Crypto.com Arena. Mandatory Credit: Gary A. Vasquez-Imagn Images | Gary A. Vasquez-Imagn Images

As for the Lakers, Uncle Dennis asked for “part ownership of the team, a private plane that would be available at all times, a house and … a guaranteed amount of off-court endorsement money." Not only did the Lakers say no, but that was not allowed under the CBA.

Therefore, with this recent information resurfacing, it's not a good look for Leonard and the Clippers heading into the investigation. While Ballmer is welcoming the investigation and doesn't think the team did anything wrong, perhaps the Aspiration deal was a request from Uncle Dennis and Leonard's camp.

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Liam Willerup
LIAM WILLERUP

A 2024 graduate of the University of Miami, Liam spent several years covering the University’s football and basketball teams. An avid basketball fan, you can find Liam on X @theleftyliam where he’s constantly sharing his thoughtsg

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