5- Steve Austin and Vince McMahon
The war (yes, it was a war) between these two made the Attitude Era some of the best wrestling on television of any era, period. It isn’t often an employee can drink beer, swear at his boss, kick his butt and still remain employed. McMahon and Austin had their differences backstage, which were carried over into the ring to the tune of millions of dollars.
An agreement between the two led to Austin walking away from the company in 2002. Austin claimed he left WWE due to a combination of “fatigue and frustration,” to which Jim Ross, a close friend of Austin’s confirmed. He was upset at how he was being used by the company and wanted change.
McMahon acknowledged the rift between the two, and used it to promote himself as the “winner” in this confrontation, that he was owed an apology because Austin walked out on the fans and the company. Time mended fences and Austin still works for WWE today.