Steve Austin's gaff in the 1999 Royal Rumble may be the worst of all time. He and Vince are the last two, and are duking it out in the ring. So the Rock decides to saunter on out from the back, get on the apron, and Austin immediately goes after him, and WHOOPS, Vince dumps Austin out. For all the time he was built up as a sly guy who always seemed to be able to see things coming and 1-up on the ol' boss, he really fucked up big time. It was totally out of character.