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I think he's more of a wannabee thug, but he's not tough enough. He's not able to beat up people or be mean to them personally, but he probably has plenty of goons who would do it for him.
The best thing for him might be to get thrown in jail for a couple days, or a week, or the rest of his life, which could happen someday with his driving record, because next time he may kill someone. Something needs to happen which gets his attention but I see him as the kind who surrounds himself with "yes men". Would anyone be surprised if we find out he killed himself someday soon with a drug overdose, or a tragic auto accident in which he killed himself and others? High and drunk and speeding in a residential area in an expensive sports car and he doesn't spend time in jail? Do they take care of rich celebrities in Miami, or what?
I'm not defending him but I will say this: How would we handle the amount of money and fame that he's had at his age? He's 20, I think, and has been rich and famous since at least 16 or maybe even younger. That's a recipe for disaster.
Any way we could send him back to Canada and make him stay there?