Kawhi Leonard led the Toronto Raptors to one of the most improbable championships in NBA history back in 2019 during his only season with the franchise. Leonard would leave for the Los Angeles Clippers in free agency weeks later, and ever since both parties have failed to recoup the same level of success they enjoyed together.

The idea of Leonard returning to Toronto felt like it was never going to happen, but things can change fast in the NBA. Six years after they teamed up on an unforgettable run to the Larry O’Brien Trophy, Kawhi and Raptors are together again.

Toronto acquired Leonard from the Clippers in exchange for Brandon Ingram, Gradey Dick, 2031 and 2033 unprotected first-round draft picks, a 2027 first-round pick swap, and two second-round picks, according to Shams Charania.

The Raptors believe they can compete to win the East again with Leonard in tow. The Clippers are rebuilding. Let’s grade this trade for both sides.

Raptors grade for Kawhi Leonard deal

Toronto returned to the playoffs last year after three years in the wilderness, and pushing an eventual conference finalist in the Cleveland Cavaliers to seven games in the first-round. The Raptors mostly did it with defense, riding a top-5 unit to 46 wins while the offense was league-average. If Toronto wanted to improve this year, they had to boost the offense without sacrificing the defense, and they did exactly that by landing Leonard.

Kawhi immediately fixes a lot of Toronto’s biggest issues if he can stay healthy. He gives them half-court shot creation, three-point shooting, and another ferocious wing defender who can roam off the ball as his younger teammates take on tougher assignments. Leonard quietly had one of the best years of his career at 34 years old last season, putting up a career-best 43.3 points per 100 possessions while also rebounding the ball as well as ever. He graded out as the fifth-best player in the league last season by EPM, and finished even better than that in a lot of other all-in-one advanced metrics.

You don’t need a fancy algorithm to tell you Kawhi is really good at basketball when he’s on the floor. He’s a super efficient scorer from all three levels who doesn’t turn the ball over, rebounds well, and can still be a terror defensively. It’s pretty amazing that Toronto was able to land him without really giving up much value.

Ingram had a nice year last season, but he was absolutely not on a team-friendly contract with $82 million owed to him over the next two seasons. Dick has mostly been a bust. This is all about Toronto giving up two future first-round picks and a pick swap. You can argue the Raptors are mortgaging their future to chase a championship right now with Kawhi, but he’s worth it as long as he can stay on the floor. It’s wild that the Raptors gave up more draft capital to get Kawhi in 2026 than they did in 2018.

The only risk here for the Raptors comes with Kawhi’s looming contract extension. He’s 35, and obviously he has a long history of not being healthy before this past season. Judging this move in a vacuum, though, it’s a home run for Toronto. I don’t know why other possible contenders didn’t get in on the bidding.

Clippers grade for Kawhi Leonard deal

It’s understandable that the Clippers didn’t want to give Kawhi a contract extension, and that made trading him an easy choice. His value was never going to get higher than it is right now after a terrific season. I’m just not sure the Clippers got the best deal they could have.

The bidding for Kawhi seemed like it was a bit depressed because he indicated he was only willing to sign an extension with the Raptors or San Antonio Spurs. My response to that: who cares! Leonard is so good that other contenders should have been trying to trade for him. We’ve already seen him lead a championship run as a rental, and it might actually be a good thing for another team that he won’t take a contract extension right now if his body breaks down again. I think Denver, Boston, Detroit, Philly, and more should have gotten in on the bidding. The Raptors’ offer wasn’t that strong.

My guess is the Clippers flip Ingram either at the trade deadline or next summer as an expiring contract. The two first-round picks are the real prize here, and the Clippers did well to also get a future pick swap.

The Clippers’ future rests on the shoulders of No. 5 overall pick Keaton Wagler, with Darius Garland as a sub-headliner, and now they have more future assets to continue to build around them. LA has a lot of work to do, but getting out of the Kawhi business is a smart move because they couldn’t compete for a title with him. They did well in this trade for an expiring contract.