#4 Kane
Glen Jacobs suffered a plethora of bad gimmicks before donning the red mask and playing Undertaker's kayfabe brother. From the Unabomber to 'fake' Diesel, to the god-awful Issac Yankem DDS, nothing seemed to work for the nearly seven-foot powerhouse.
Kane was built up by a series of promos done by Paul Bearer. Undertaker and his handler had split, and Bearer was determined to get revenge. He mentioned that the former funeral home he worked at was owned by Undertaker's family and that Taker had a younger brother who supposedly died in a fire.
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But as it turned out, Kane had been rescued by Paul Bearer, who turned out to be his real father. Though horribly burned and disfigured, and unable to speak, Kane was still bigger, stronger, and tougher than his older brother. In his debut, Kane cost Undertaker the victory in the first ever Hell in a Cell match.
Eventually, Kane would go babyface, and even unmask, but most wrestling fans agree that the evil, masked Kane was the best Kane.
The Demon revealed in an interview with Edge And Christian a few months back that Vince McMahon was the one who took the decision to remove the mask as the gimmick it had run its course, against the wished of the WWE Creative Team. He claimed it was tough putting the mask on and that may have played a role in his unmasking. He, however, said removing the mask led to the countless titles he won later on in his career.
Here's Kane taking on Undertaker in his signature match, the Inferno!