All of his songs are amazing, but this one, of his forthcoming (and as yet unrecorded) rap album is by far and away my favourite.
He's a tall, skinny, white kid from Michigan, but he might have just made the best rap song I've ever heard. He looks so sad and angry when he sings it, you can tell it comes from personal experience.
I've listened to it over 10 times today. Breaks my heart.