The Toronto Raptors face a grim scenario as the 2026-27 NBA season approaches: Kawhi Leonard may not suit up for the team due to an ongoing salary circumvention investigation. The two-time NBA champion’s move to Toronto remains in limbo as the league probes a $28 million endorsement deal with Aspiration, a company linked to Clippers owner Steve Ballmer. The Raptors, coming off a 2W-0D-3L stretch (LLWWL) and a 114-102 loss to the Cleveland Cavaliers on 2026-05-03, now risk starting the season without their star acquisition.
What’s holding up the Kawhi Leonard trade?
The Toronto Raptors and LA Clippers agreed to a blockbuster trade in July, sending Leonard to Toronto in exchange for Brandon Ingram, Gradey Dick, and multiple draft picks. However, the NBA’s investigation into Leonard’s endorsement deal with Aspiration-a now-bankrupt green banking company-has stalled the transaction. The league is examining whether the contract was a “no-show” job designed to circumvent salary cap rules, a violation of the NBA’s Collective Bargaining Agreement.
Why the Raptors are hesitant
According to ESPN insider Ramona Shelbourne, the Raptors are unwilling to assume the risks of potential NBA penalties against Leonard. “They’re not willing to take on those risks,” Shelbourne said on NBA Today. “If there’s no resolution by the start of the season, the Raptors could be forced to open with the players they traded for Leonard-Ingram and Dick-while Leonard remains in limbo.” The Clippers, meanwhile, have shown no urgency to finalize the deal, as they remain open to Leonard returning if the trade falls through.
What’s next for Toronto and Leonard?
NBA Commissioner Adam Silver has called for a resolution before the 2026-27 season, but the investigation could drag into 2027. Leonard has been spotted with Raptors teammates in Las Vegas and at Kyle Lowry’s retirement ceremony, but his future remains uncertain. For now, Toronto must prepare for a season without its new star, while the Clippers hold out hope for a reunion.
