Travis I've seen folks do this in a few ways, the most dramatic was standing on the swim deck with the board in their hand and facing backwards. They jump and do a 180 while placing the board underneath them and land in the pocket.
My REAL reason for posting is that effective May 1, 2005 it's illegal in California to be on the swimdeck of a moving/running boat. All you wakesurfers, please let's not get the reputation like idio...eeerrr, I mean PWC drivers.