Shawn Michaels The most flamboyant champion in Federation history is not only the one grappler to have held four different WWF titles…he’s actually holding his fifth!  After losing the Federation championship to Steve Austin at In Your House: Men at Work, the Heartbreak Kid has come close to the gold twice, challenging both the Rock and the Undertaker for the belt.  After those two bitter defeats, Michaels is more determined than ever to get back on top.  If he can win the Rumble match, a feat he’s accomplished twice already, the Million Dollar champion could leave Wrestlemania XVI with double gold!