#8 Mike Tyson
Way back in 1998, the Attitude Era was in full swing. Stone Cold Steve Austin was by and large the face of the company, even though he had never held the World Heavyweight championship.
That was set to change at Wrestlemania 14, where Shawn Michaels was set to defend the championship against Austin in a match many saw as a change of guard. However, the WWE wanted to make it seem as if Austin might not be able to capture the vaunted belt.
Mike Tyson was assigned as a special enforcer for the HBK/Austin match. But shortly before the event, Tyson would reveal a Degeneration X t-shirt, and even join Triple H and HBK for the famous 'x chop.'
This cast doubt on Austin's victory, but at the PPV Tyson would pull a double turn and betray HBK. When Shawn Michaels tried to berate Tyson, Iron Mike laid him out with a brutal haymaker.