#1 The Undertaker
This one speaks for itself. Granted, he's evolved into one of the, if not THE greatest of all time.
But, let's just imagine we were privy to be involved in the first creative meeting when this idea was pitched. "Um, well I got this idea. How about we have a dead guy character? Well, not really dead, but we call him the Dead Man. He'll wear a trench coat and work in a funeral parlour!"
Charlotte Flair to return and wrestle a CURRENT CHAMPION?
In all seriousness, the gimmick originated from Bruce Prichard. However, he got the idea from some people on the set of Suburban Commando. Bruce claims that some of the people there kept saying that he looked like "an old-timey funeral director." From there Bruce went with it and in the end, "Mean Mark Callous" became The Undertaker.
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