Like rigging it, perhaps?
Yeah, it's his money.
He doesn't have to waste his money on random people, he isn't forced to.
Don't act like you deserve to be on the list when this is a privilege, he doesn't have to do this.
I meant he would probably pick someone he likes.
Why not?
It'd be better then giving people like you who feel like they "deserve" to be allowed to win, or to have them just give it to you.