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Calaway began his wrestling career in 1984, working under various gimmicks for World Class Championship Wrestling (WCCW) and other affiliate promotions. After signing for World Championship Wrestling (WCW) in 1989, he enjoyed a brief stint as a mid-card performer named "Mean Mark" Callous, prior to joining the World Wrestling Federation (WWF, now WWE) in 1990.
Calaway was rebranded as "The Undertaker", and gained significant mainstream popularity as a horror-themed, macabre entity who employed scare tactics and held links to the supernatural. The Undertaker became one of the most prominent figures of the Attitude Era, featuring in various pivotal storylines and matches as WWF sustained a boom period in business in the latter 1990s.
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