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#4 The Undertaker
It seems like The Undertaker has been around forever in WWE, and even though generations of fans have come and gone, The Deadman has remained constant in WWE.
The legendary Superstar made his debut in 1990 and competed in his final match in 2020 in a career that lasted over three decades and allowed him to set up his WrestleMania Streak and also win several Championships and other big matches.
The Undertaker had the most iconic WWE career in history
Unlike most of the other Superstars on this list, The Undertaker holds multiple Guinness World Records for being the wrestler with the longest WWE career, and his WrestleMania Streak has also earned him a place in the record books.
While The Undertaker may have announced his retirement from the ring in his recently concluded docuseries, we might see him compete in one last match whenever required.
#3 CM Punk
CM Punk is one of the most controversial figures to come out of WWE over the decades. While the Superstar is considered to be one of ‘The Best in the World’, he never got back to wrestling after leaving the WWE.
While Punk’s iconic reign as the WWE Champion along with some of his incredible matches in the ring will never be forgotten, along with the infamous pipebomb, the former WWE Superstar holds the Guinness World Record for having the most Money in the Bank ladder match victories at 2.
