No Matter the Universe, the Song Remains the Same

In another world, the angels take a more vested interest in the Winchesters' lives to spur the coming Apocalypse, and insinuate themselves around the Winchesters, building up Dean and helping John, while tearing Sam down, and pushing him towards the demons. When Sam runs away to Stanford, Heaven and Hell send someone to keep an eye on him, in the form of Jess Moore and Tyson Brady.