Undertaker Q&A

Mark William Calaway was born in Houston, Texas, on March 24, 1965, the son of Frank Compton Calaway (died July 2003) and Betty Catherine Truby.[citation needed] He has four older brothers named David, Michael, Paul, and Timothy (died March 2020, age 63). He attended Waltrip High School, where he was a member of the football and basketball teams. He graduated in 1983 and began studying on a basketball scholarship at Angelina College in Lufkin, Texas. In 1985, he enrolled in Texas Wesleyan University in Fort Worth, Texas, where he majored in sport management and played as a center for the Rams in the 1985–1986 season. In 1986, Calaway dropped out of university to focus on a career in sports and briefly considered playing professional basketball in Europe, before deciding to focus on professional wrestling.
Calaway began training under Buzz Sawyer in late 1986; he disliked Sawyer, who reportedly lacked commitment and provided a limited education. Calaway learned "on the job" thereafter.Performing under a mask as Texas Red, Calaway wrestled his first match on June 26, 1987, for World Class Championship Wrestling (WCCW), losing to Bruiser Brody at the Dallas Sportatorium.He was accompanied to the ring by Percival "Percy" Pringle III, who would later serve as his manager in the WWF as Paul Bearer.Two myths have circulated regarding Calaway's beginnings in the industry, the first being that he made his in-ring debut in 1984, and the second being that he was trained by former WCCW colleague Don Jardine (aka The Spoiler).While never trained by Jardine, Calaway was an admirer of his work and would emulate Jardine's top rope walk. PWInsider's Mike Johnson stated, "Undertaker using some of Jardine's style eventually morphed into this story that he was trained by Jardine."He wreslted in Durban South Africa losing to Tiger Singh on August 22, 1987.

In 1988, Calaway joined the Continental Wrestling Association, wrestling under several gimmicks. On February 2, 1989, managed by Dutch Mantel, he was reintroduced as The Master of Pain, a former murderer. On April 1, The Master of Pain won his first professional wrestling championship by defeating Jerry Lawler for the USWA Unified World Heavyweight Champion. Just over three weeks had passed when Lawler became the first man to pin him, giving it back to him. While performing as The Punisher, Calaway won the WCWA Texas Heavyweight Championship on October 5, 1989, when Eric Embry forfeited the title.
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 sinister force, wearing 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 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's 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.[39] Now a singles wrestler, Callous took on the guidance of Paul E. Dangerously (Paul Heyman).

Calaway later began to question his future in WCW after being told by company booker, Ole Anderson, during contract renewal discussions that nobody would ever pay money to watch him perform. It was in response to this that Calaway made numerous efforts to join the World Wrestling Federation, going to many lengths to land a meeting with Vince McMahon. However, accessing and securing an interview with McMahon was described by Calaway as a despairing task.

Among routes Calaway took to land a meeting with McMahon was trying to convince individuals acquainted with McMahon or already existing WWF talent to recommend him into the WWF, such as Hulk Hogan, Paul Heyman, and Bruce Prichard, crediting the latter two for arranging the meeting at McMahon's mansion.

Calaway immediately gave notice to WCW before the interview took place. McMahon initially declined to hire Calaway; however, several days later the owner pitched the idea an "Old West Undertaker," a concept he had intended to create for several years but had never found an appropriate wrestler to play the part.

Calaway's final WCW match was on September 7 at a WorldWide taping in Amarillo, Texas in which he defeated Dave Johnson.During his time in WCW, Calaway briefly wrestled in New Japan Pro-Wrestling (NJPW) as "Punisher" Dice Morgan. After leaving WCW, he briefly returned to the USWA to participate in a tournament to determine the new USWA Unified World Heavyweight Champion .
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