Kawhi Leonard's Next Team

The Clippers already agreed to trade Kawhi Leonard to the Raptors in principle back in June, sending the price on Kalshi as high as 99%.
However, the deal has since stalled due to an NBA investigation into Clippers salary-cap circumvention, tied to an endorsement agreement Leonard had with Aspiration.
As the delay drags on, the chances of Leonard remaining with the Clippers increase.
The discussion heated up further recently when Dillon Brooks told streamer N3ON that he doesn't think the deal will complete, while on live stream.
The price for him making it to the Raptors dropped to a new low on August 6 when reports suggested Leonard had a hidden deal with a scoreboard maker that funnelled extra cash to him outside of salary cap rules.
A recent news report suggested Leonard can not receive a suspension as a punishment, according to NBA rule.
The NBA has now concluded its investigation, docking the Clippers five first-round picks and a $30m fine while suspending owner Steve Ballmer for a year - sending the odds of Leonard landing with the Raptors up to 97%.

By Owain Flanders · Updated by hand Sep 3, 2026

How This Resolves

Resolves to whichever team Kawhi Leonard is officially under contract with, or takes the floor for, during the 2026-27 NBA season - if he's still with the Clippers or has retired by the close date, that resolves the 'Los Angeles Clippers' side to Yes instead.
Kalshi's own wording: "If Kawhi Leonard's next team is Toronto before Oct 21, 2026, then the market resolves to Yes." An official trade completion or acquisition announcement before the close date resolves the market immediately, without waiting for the season to start.
One real gap between the platforms: Kalshi's cutoff is Oct 21, 2026, while Polymarket's is Oct 31, 2026, 11:59 PM ET - worth knowing given how long the NBA's investigation has already dragged on.

News & Context

What to Watch

Ongoing
The NBA's investigation into the Clippers - Silver says it needs to wrap up before the 2026-27 season starts
Ongoing
Any official trade completion announcement from the Clippers or Raptors - this would resolve the market immediately, ahead of either close date
2026-10-21
Kalshi's resolution cutoff - market resolves
2026-10-31
Polymarket's resolution cutoff - slightly later than Kalshi's