#2 Bret Hart vs. Vince McMahon - WrestleMania XXVI
This was a match that should not have happened. Bret Hart had been retired from in-ring competition for a decade and had suffered a really bad stroke eight years prior. He was not meant to be in the ring at his age and in his condition, even if it was against a non-wrestler like Vince McMahon.
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But because of the egos involved, Bret did wrestle, and did so…poorly.
If there was ever a match that needed either seconds (i.e. backups) or better yet, representatives from each side, it was this one. Neither Vince nor Bret needed to actually be in the ring, and both sides could’ve used full-time talent instead of wrestling themselves.
Bret could’ve easily had the Hart Dynasty wrestle in his place while Vince had literally an army of possible wrestlers to team together to face his then-nemesis Bret Hart to curry favor with the boss.