Calaway began his wrestling career with World Class Championship Wrestling in 1984. He joined World Championship Wrestling (WCW) as "Mean" Mark Callous in 1989. When WCW did not renew Calaway's contract in 1990, he joined the World Wrestling Federation (which later became World Wrestling Entertainment in 2002) as The Undertaker in November of that year. Having remained with that company ever since, Calaway is currently one of the senior performers in the WWE. The Undertaker remains, along with Shawn Michaels, one of only two people that made an appearance in the very first episode of Monday Night Raw, who are still with the company today.
The Undertaker has two contrasting gimmicks which are the Deadman and the American Bad Ass. The specialty matches connected to The Undertaker (or more specifically, his "Deadman" persona) are the Casket match, the Buried Alive match, the infamous Hell in a Cell, and the Last Ride match. The Undertaker's storyline half-brother is Kane, whom he has teamed up with as the Brothers of Destruction. The Undertaker is undefeated at WrestleMania with a 17–0 record and is recognized by WWE as a seven-time world champion, having won the WWE Championship four times and the World Heavyweight Championship three times. He was also the winner of the 2007 Royal Rumble and became the first man to win the Rumble at number 30.
