I mean if he sold them games he prolly made at least 50$ or so but a flat tire and a broken windshield = $1000s.
First of all, it says in the first post he has no car. Besides, all of your suggestions are completely retarded because they're more likely to just land YOU in jail instead. Guess what, telling the judge "BUT HE TOOK MY VIDEOGAMES" isn't going to work. He took some video games from your house, you did thousands of dollars worth of damage outside where someone might see--if you get caught do you really think this was worth it?
I find it kind of hard to sympathize with him in this situation though. You leave a bunch of easily-stolen, easily-sold things out in the open, and let sketchy strangers live in your house. Either sell some games to buy a safe or get new roommates, because that's a recipe for something like to this to happen. If he was close enough to town to be skating with people he was close enough to town to go back to wherever he came from, and if he didn't come from anywhere there's a very good chance that that's for a reason. Your roommates were dumb to let a stranger stay with you for several days straight and you're dumb for having dumb roommates. Do something about it this time, either lock up your valuables or get out of there.