#9 Vince McMahon - 1999
Now, this is a choice that not many others would have made, but I have my reasons. WWE CEO Vince McMahon entered the 1999 Royal Rumble at number #2, opposite bitter rival Stone Cold Steve Austin who came in at number #1.
Both McMahon and Austin lasted the full length of the Rumble which went on for 56 minutes and 38 seconds, however, neither man was actually in the ring for the full length. McMahon lured Austin away where he was beaten up by the Corporation and taken to hospital. Vince eventually returned and provided commentary for about 30 minutes before being forced back into the ring by the returning Austin.
McMahon takes his place here on this list because of all this and more. It's Sports Entertainment, not just wrestling, and Vince McMahon provided much entertainment with his commentary and lack of defense before The Rock helped him to secure his fluke win and in turn, also made both the McMahon vs Austin and Rock vs Austin feuds more entertaining.