7. Sycho Sid
WWE.comWrestleMania main events are supposed to be great matches or at least memorable in some way. When The Undertaker finally got a chance to main event, it was against WWE Champion Sycho Sid at WrestleMania 13. Sid was known for being a guy that had an intimidating look and presence about him, but he was below average in the ring. His promos were okay sometimes. His matches? They were never good unless Shawn Michaels was there to carry him. Even then he was still a limited performer. The match should have been a 10 minute win for Undertaker that was clean. Instead, Bret Hart interfered during the finish, which cost Sid and led to Undertaker winning clean with the Tombstone after 20 excruciating minutes. Who came up with the idea of giving Sid 20 minutes in a match? This match sucked. There wasn't much in terms of psychology, the rest holds sucked and even though Undertaker won it could have been done in a cleaner fashion. Sid was barely used after WrestleMania and was gone from the company three months after this. There's a story about this match that Sid literally s**t in his shorts during the match although we have no idea if that's true or not. It could have been some other match or it could be a totally made up story. Maybe it's better if we don't know the truth about it.