Gotta give Drake his credit—he's never one to sleep on up-and-coming talent. Back in 2007, he got hip to Cudi before either one of them really blew up and tried to get on a remix for what would eventually become a smash hit, "Day 'n' Nite." Cudi seems OK with the fact that they didn't work together back then, though it would be interesting to see them collaborate now.