#4 The Undertaker (26 years, 8 months, 3 days old)

At Survivor Series 1990, a new presence entered the WWE, a mystery man dressed in black, who would change the industry forever.
Entering as part of the Million Dollar Team, The Undertaker would spend his first year destroying everyone in his path, eventually finding his way to then-WWF Champion, Hulk Hogan.
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Meeting at Survivor Series 1991, the 26-year-old Deadman would defeat Hogan, with a bit of an assist from Ric Flair and a steel chair.
A shocking win, the Deadman's reign would sadly not last long, as he would lose the title mere days later at This Tuesday in Texas.
With both the Deadman's win, and Hogan's win both happening under controversial circumstances, the title was later vacated, and it would be six years before the Phenom would again taste the gold.
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