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Kawhi Leonard's Uncle Asked Raptors About 'No-Show' Endorsement Jobs in 2019, per Report

Kawhi Leonard's 2019 demands included ownership stakes and no-show endorsement deals, prompting an NBA probe into salary cap circumvention involving Clippers' $48 million Aspiration deal.

  • Kawhi Leonard joined the Los Angeles Clippers during the 2019 free agency period after the team agreed to several of his conditions, such as acquiring Paul George through a major trade.
  • Leonard's uncle and manager Dennis Robertson sought impermissible benefits like ownership stakes in the Toronto Maple Leafs and no-show endorsements during negotiations with the Raptors.
  • The NBA initiated an in-depth inquiry into claims that Clippers owner Steve Ballmer may have violated salary cap rules by channeling money into an endorsement agreement for Kawhi Leonard that required little to no actual participation, facilitated through the Clippers’ sponsor Aspiration.
  • Leonard secured an endorsement contract lasting four seasons valued at $28 million, along with an additional $20 million stock agreement with Aspiration, closely matching Ballmer’s $50 million investment in the company.
  • The investigation has yet to produce definitive proof against Ballmer or Leonard, but it has led the NBA Board of Governors to introduce tougher regulations aimed at preventing tampering and violations of the salary cap.
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The Toronto Star broke the news in Toronto, Canada on Tuesday, September 9, 2025.
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