The Toronto Raptors had a magical run in 2019, which meant they could have had another title run. Unfortunately, their ceiling became limited when Kawhi Leonard left the team.
Before the 2018-19 season, Kawhi Leonard was in a bad situation with the San Antonio Spurs. He was the franchise star, but they had a falling out due to his health situation, which led to many potential moves, including a trade to the Los Angeles Lakers.
He was eventually traded to the Toronto Raptors with only one year left in his contract. The 2018-19 season was significant for both Leonard and the Raptors. Since LeBron James signed with the Lakers, the Raptors lost their usual tormentor.
Leonard led the Raptors to their first NBA championship, serving as their best player. With that success, people thought he would commit his long-term future to the Raptors. This left Raptors fans heartbroken, but it seems even his teammates were also sad about the move.
After the 2019 championship, the Raptors remained one of the best teams in the league due to their talented core. Toronto had a 53-19 record in the regular season, finishing second to the Giannis Antetokounmpo-led Milwaukee Bucks.
This team consisted mostly of the core from the 2019 championship, and having Leonard could have propelled them to another NBA title. The Raptors lost in the Eastern Conference Semifinals to the Boston Celtics in a seven-game series.
That could have changed if they had Leonard. His former Raptors teammate Serge Ibaka feels they had a chance to win one or even two more championships.
“Yeah, man, I don’t like to talk about it. I didn’t try to actually recruit him because I didn’t believe it. I thought he was going to stay. I didn’t think he was going to leave, actually,” Ibaka said on Hello and Welcome.
“I was like, we’ve just won the championship, we have a great team, you know, he can take as many off games as he wants to, the team’s still going to win without him.”
“I was like, we’ve just won the championship, we have a great team, you know, he can take as many off games as he wants to, the team’s still going to win without him… So I didn’t really think Kawhi’s going to leave. I was like, we’ve just won, who does that? If he doesn’t leave, two more.”
Leonard left the Raptors to join the Los Angeles Clippers, a team he still plays for today. Unfortunately, he has not replicated the success he experienced with the Spurs and the Raptors.
The two-time Finals MVP wanted to return to California, the state where he grew up. That was a fair decision, but he might have had a better career and legacy if he had stayed with the Raptors.
ON THIS DAY 6 YEARS AGO:
— TSN (@TSN_Sports) June 17, 2025
Throwback to when the @Raptors held their championship parade and Kawhi Leonard dropped his signature laugh. pic.twitter.com/fFH1LVFNoU
Of course, Leonard has struggled with a litany of injuries through the years during his Clippers stint. However, a return to Toronto would have been better for his resume in hindsight.
Ibaka’s feelings about the move are valid, as almost everyone knew the Raptors had a solid team. The 2019 championship and its follow-up campaign were superb, but it was not meant to be. Thankfully, he still has a strong reputation as a winner.
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