Hunter Tierney Jul 9, 2026 8 min read

The Raptors Are Betting Their Past Can Fix Their Present

May 25, 2019; Toronto, Ontario, CAN; Toronto Raptors forward Kawhi Leonard (2) reacts after scoring against the Milwaukee Bucks in the second half of game six of the Eastern Conference final at Scotiabank Arena.
Dan Hamilton-Imagn Images

It’s hard not to go straight to the memories when you hear Kawhi Leonard is back in Toronto.

You think about the shot first. The four bounces. The silence before the explosion. The parade. That one season that somehow felt bigger than most full eras. For a lot of Raptors fans, that run never really left — it just kind of sat there, waiting for something to bring it back to the surface.

But teams don’t give up real players and future picks just to relive a moment. They don’t take on the risk that comes with a 35-year-old star with a complicated injury history just to feel something familiar again. That’s too expensive for nostalgia.

This move is about something much more practical.

Because when things got tight for Toronto — when the game slowed down, when the easy looks disappeared, and every possession started to feel like work — they didn’t always have someone who could just go get a bucket and settle everything down.

That’s what Kawhi used to be for them. And it’s what they’re hoping he can still be now.

Toronto Needed A Closer, Not A Keepsake

The Raptors weren’t some broken team just chucking picks around because they had nothing else going for them. They won 46 games, got back to the playoffs, pushed Cleveland to seven, and played great defense all year. That’s not nothing. This wasn’t a panic move from a bad team trying to convince themselves they were one player away.

This was a pretty targeted swing from a team that had already figured out a lot of the hard parts. Toronto had size. Scottie Barnes was clearly turning into a real franchise guy. RJ Barrett gave them that downhill pressure. Immanuel Quickley kept things organized, Jakob Poeltl held down the middle, and there were enough young pieces to make it feel like things were actually trending somewhere good.

But then the game slows down, and that’s where things got a little shaky.

The Raptors were great in transition this past season, and you could see it. They run, they swarm, they force mistakes, and suddenly it’s chaos in a good way. That’s when their athleticism actually pops instead of just being something you list on a roster sheet. They’re at their best when everything’s a little messy and Scottie’s pushing the ball like a 6-foot-9 point guard who doesn’t really care about positions.

Then the playoffs show up and ruin all of that. The deeper you go, the fewer easy chances you get. Teams know what you want to run. Every possession starts to feel heavier, slower, more deliberate. And eventually, somebody has to just go get a bucket.

That’s where Toronto ran into trouble. In the last six seconds of the shot clock, they were near the bottom of the league in efficiency. They could get into actions just fine, but finishing those possessions when things broke down? That’s a different skill. And that’s exactly where Kawhi fits.

Over the last few years, he’s still been one of the best in the league at making something out of nothing late in the clock. Clippers possessions that ended with him just going to work were still really productive. That’s the whole pitch. Toronto doesn’t need him to be everything. They just need him to be the guy who calms things down when a possession starts to fall apart.

There aren’t many players who can do that without everyone else tightening up. Kawhi’s still one of the few who can.

The Clippers Years Are The Warning Label

Apr 10, 2026; Portland, Oregon, USA; LA Clippers forward Kawhi Leonard (2) shoots the ball over Portland Trail Blazers center Donovan Clingan (23) during the second half at Moda Center.
Jaime Valdez-Imagn Images

What makes this whole thing interesting is that, on paper, the basketball part actually checks out. Kawhi just put up a career-high 28 points, played 65 games, shot efficiently, made another All-Star team, finished seventh in MVP voting, and landed on Second Team All-NBA. That’s still a ridiculous player.

The problem is everything that comes with it.

The Clippers just went through the full Kawhi experience, and it should make Toronto feel both really good and a little uneasy at the same time. When he played, he was typically exactly what they hoped for. There were stretches where he looked like a top-five guy again. Before the ACL injury in 2021, he was tearing teams apart. Before the meniscus injury in 2023, he looked like the best player in that Suns series. Even this past season, he was good enough to make people start believing again that maybe his body would finally cooperate.

And then… the other stuff kept showing up.

Injuries and load management kept interrupting things, and the playoff exits piled up. There was the bubble collapse, the 2021 run that ended with him watching from the sideline, the 2023 meniscus tear, and the knee issues in 2024. The Clippers built this massive, expensive contender around Kawhi and Paul George, but they never reached the Finals. They kept getting just enough brilliance to stay in it, and just enough bad timing for it to fall apart when it mattered most.

That’s the bet Toronto just signed up for.

You can spin it however you want, and some of the optimism is real. Kawhi knows the organization. He knows the city. The Raptors know him. There’s a level of familiarity here that most teams don’t get when they trade for a superstar. But familiarity doesn’t fix knees. It doesn’t make a 35-year-old cheaper.

There’s also the off-court stuff hanging around, with the NBA looking into that Aspiration endorsement deal from his Clippers days. Maybe it turns into nothing. Maybe Toronto already feels fine about it. But it’s still there.

This franchise already knows that the biggest swings aren’t neat and tidy. The first Kawhi trade wasn’t either. DeMar DeRozan was loved. Kawhi had one year left. His health was a question then, too. Toronto did it anyway, and it turned into the best decision they’ve ever made.

That doesn’t mean lightning strikes twice. It just explains why they’re willing to take the swing again.

This Is About Becoming Dangerous Now

The Raptors could’ve just stayed patient here. Nobody would’ve really argued with it. Barnes is still figuring things out in a good way. Quickley’s right in his prime. Barrett’s still got plenty of runway. Murray-Boyles and Ja’Kobe Walter are part of the long-term picture. You could’ve easily sold yourself on 46 wins and a tough seven-game series as proof that things were trending the right way.

But the NBA doesn’t really work like that. It doesn’t reward you for waiting your turn.

Sometimes the East shifts around just enough to make you think, “okay, maybe now.” Sometimes the exact player your roster needs pops up… and yeah, he comes with a bunch of baggage, but he still fits.

That’s why this whole thing is so interesting. The Kawhi part is emotional, sure, but the decision itself feels pretty calculated. Toronto looked at its roster and saw a team that can defend, compete, hang around… but still struggles when things get tight late in possessions. Then they looked at Kawhi and said, “yeah, that’s still his thing.”

There’s a difference between losing a playoff series and taking some hard lessons in it, and walking into that same series with someone who’s already hit those shots before. Someone who doesn’t blink in those moments.

Now, yeah, this could absolutely go sideways. Kawhi could miss time. Barnes might still be a year away from being that guy every single night. The East might just be too deep for this to matter. There are a lot of ways this ends up looking like an expensive gamble that flames out.

But you can also see the upside pretty clearly. If Kawhi is healthy enough, this team feels different. Not 2019 different — that version is gone, and trying to recreate it would be missing the point. This is a new group, built around a different star, with a different timeline.

All stats courtesy of NBA.com.


Curious for more stories that keep you informed and entertained? From the latest headlines to everyday insights, YourLifeBuzz has more to explore. Dive into what’s next.

Explore by Topic