In 1989, Calaway joined World Championship Wrestling (WCW) as a villain and adopted the ring name "Mean Mark" Callous, a name devised for him by Terry Funk. He was portrayed as a morbid character; he wore predominantly black ring attire and was described by announcer Jim Ross as having a fondness for pet snakes and the music of Ozzy Osbourne. Callous was promptly drafted into The Skyscrapers tag team to replace a legitimately injured Sid Vicious and he made his debut on January 3, 1990, in a match later televised against Agent Steel and Randy Harris. The new team gained some notoriety at Clash of the Champions X when they beat down The Road Warriors after their match. However, Callous' partner Dan Spivey left WCW days before their Chicago Street Fight against The Road Warriors at WrestleWar. Callous and a replacement masked Skyscraper were defeated in the street fight and the team broke up soon afterwards. Callous took on the guidance of Paul E. Dangerously and defeated Johnny Ace at Capital Combat and defeated Brian Pillman at the Clash of the Champions XI: Coastal Crush in singles competition. In July 1990, he wrestled against Lex Luger for the NWA United States Heavyweight Championship at The Great American Bash, but was pinned by Luger. According to an interview with Bruce Prichard on "Something to Wrestle with Bruce Prichard, Episode 14", feelers had already been sent out to the WWF that month for Calaway by Paul Heyman. Calaway wrestled the match with a dislocated hip knowing that he was being watched by Vince McMahon. McMahon initially did not express interest, but Prichard encouraged him to speak with Calaway when WCW traveled to New Jersey for a house show in the Meadowlands on August 24. The meeting between the two went well and he gave notice to WCW on August 27. His final match was on September 7 at a WorldWide taping in Amarillo, Texas in which he defeated Dave Johnson.
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