The Undertaker has undoubtedly been one of the most iconic figures in WrestleMania history. The Deadman debuted as a WWE Superstar in 1990, being introduced by The “Million Dollar Man” Ted DiBiase and accompanied by Brother Love. After a series of wins at WrestleMania against names such as Jimmy Snuka, Jake Roberts, Giant Gonzalez, and King Kong Bundy, there started to be a trend of The Undertaker being at his best when the biggest WWE event of the year comes.
After even more wins against names such as Diesel, Sycho Sid, Kane, the Big Bossman, and Triple H, The Streak officially became one of the most marketable parts of every WWE WrestleMania event, with many looking forward to The Undertaker’s match over the main event itself.
After winning 21 consecutive matches between 1991 and 2013 (CM Punk being his final streak win at WrestleMania 29), with absences in 1994 and 2000, this undefeated streak was shockingly ended at WrestleMania XXX, when Brock Lesnar pinned Undertaker in front of a stunned crowed inside the Mercedes-Benz Superdome in New Orleans, Lousiana. Vince McMahon explained during his interview with Steve Austin that it was a way for Undertaker to give back to the business, but many believe that Undertaker losing to Lesnar was a bad call.
For the first time, at WrestleMania 30, The Phenom was defeated at the grandest stage of the year and walked up the ramp in a broken state. Undertaker would lose once again at WrestleMania 33 in Orlando, Florida to Roman Reigns. WWE brought WrestleMania back to New Orleans in 2018, with Undertaker quickly defeating John Cena at WrestleMania 34.
Since the end of the streak, Undertaker defeated both Bray Wyatt and Shane McMahon. While these did involve Undertaker in a WrestleMania match, neither of these matches had the stakes that The Streak presented.
During The Streak, Undertaker’s matches were not only of the utmost importance, but also heightened the popularity of names such as Randy Orton at WrestleMania 21, along with others including Batista, Edge, and Mark Henry (in a Casket Match), as well as added to the Hall of Fame resume of Ric Flair based on their match at WrestleMania 18.
In addition, Undertaker had two of the best matches in WrestleMania history against Shawn Michaels, with Undertaker ending Michaels’ career at WrestleMania 26. Michaels would remain retired after this match, until competing for the first time in over eight years at the Saudi Arabia event, Crown Jewel, where he and Triple H defeated the Undertaker and Kane in a tag team match.
While the Attitude Era was widely popularized by D-Generation X, The Rock, and “Stone Cold” Steve Austin, the WrestleMania streak of The Undertaker was one of the most must-see parts of this era. As this era ended, Undertaker’s streak was still one of the most marquee elements of WrestleMania and remained this way until it was broken in 2014.
WWE.com named the WrestleMania 25 match between Undertaker and Michaels as the greatest of all time.
Undertaker’s WrestleMania streak will undoubtedly go in the annuls of pro wrestling as creating some of the greatest moments in history. Interestingly, while Undertaker was able to remain undefeated for 22 years, only three of these matches were for a world title. These matches include Sycho Sid for the WWE Championship at WrestleMania 13, Batista for the World Heavyweight Championship at WrestleMania 23, and Edge for the World Heavyweight Championship at WrestleMania 24.
This goes to show how important The Streak was to each WrestleMania card.