I just don't understand how it's even a tough decision for him. The Raps have a shot at clicking off a couple championships in a row if he stays. The top teams in the West are much weaker and the Bucks lost Brogdon and didn't gain anyone of any real value. Basically the Raptors would just have to worry about how the revamped 76ers might look. There is no easier road to a championship than he one he can take if he stays in Toronto.
The calculus for Leonard got a lot more complicated when he was traded to the Eastern Conference, where the entry requirement to get to the Finals is not nearly as steep as it is out West. It got even more complicated after he won the title in Toronto. Now he has a difficult decision to make:
1. Remain the King of Canada and run it back for a title defense, or
2. Depart for his native LA, where he could
(a) be the undisputed "man" in a Clippers uni, or
(b) join Lebron James and Anthony Davis in a Lakers uni to form the league's most-hated superteam.
His apparent preference for the Clippers over the Lakers was interesting to note throughout this last season's spate of rumors, but perhaps that changes now that he's got another title under his belt. Perhaps he's thinking that he can have his cake and eat it, too: play in his hometown and still compete for titles with the Lakers.
It doesn't really strike me as an easy choice, if I try and put myself in Kawhi's shoes. The difficulty for NBA fans is that Kawhi Leonard is the most inscrutable superstar the NBA landscape has seen in a long time. It's impossible to get a sense of his thinking. He manages to be even less readable and even less forthcoming than his former teammate and legend-of-stoicism Tim Duncan.
Does Leonard actually care about whether or not he plays for a "hated" team? Does he care an iota about what the fans think of him? Does he want to compete for a title at all costs? Is he in it for the building of his "brand"? Or is it really just about playing in his hometown, in front of his family, who are all Lakers fans? I honestly have no idea.
Kawhi Leonard was always going to be the wild card of this free agency period once it officially opened, but in one respect, he has been true to what we know of him: while the rest of the free agent class was making a ton of noise yesterday, Kawhi Leonard didn't say a damn thing. The guy is making his decision in his time and for his reasons, whatever they may be (and we may never know what those reasons ultimately are). I remain curious to see what he'll do.