With RAW’s 20th anniversary coming up, WWE.com has an article up looking at top 50 matches in RAW history. Taker’s made his way on the list four times. His matches are listed below. I have posted what the article states on these matches below:
#50 The Undertaker & Big Show vs. The Rock ‘n’ Sock Connection: World Tag Team Championship Match (Aug. 30, 1999)
The Rock ‘n’ Sock Connection had a monstrous challenge in front of them on this Monday night, in the form of The Unholy Alliance of Big Show and The Undertaker, the World Tag Team Champions. The Phenom had taken the giant under his wing, showing him extremely tough love to get Show ready for the rigors of WWE competition.
Mankind and The Brahma Bull double teamed Big Show early, but The World’s Largest Athlete was able to use his size to overpower his opponents, dumping them to the outside where Undertaker was waiting to dish out more damage. Unfortunately for Big Show, The Phenom’s “tough love” got tougher after Paul Bearer came to ringside and coaxed Taker away from the ring. The giant was left all alone against the challengers. Unable to fight off two opponents, Big Show succumbed to Mr. Socko and a double People’s Elbow as The Rock ‘n’ Sock Connection won their first championship.
#44 John Cena & Undertaker vs. DX vs. Jeri-Show (Nov. 16, 2009)
Madison Square Garden has been WWE’s home base since Bruno Sammartino dominated the scene, so it’s no surprise that the sports-entertainment empire goes all out whenever they return home. On a night where the always inflammatory “Rowdy” Roddy Piper made his return to Raw, John Cena formed an unexpected alliance with The Undertaker to take on D-Generation X and Jeri-Show, Chris Jericho & Big Show, in a Triple Threat Tag Team Match of epic proportions.
Unsure of his partner from the start, Cena admitted that he was starting to believe The Deadman was actually dead, but that didn’t stop the two powerhouses from rocking the ring. Holding their own against two more experienced duos, the Cenation leader and The Demon from Death Valley weren’t exactly pulling off Hart Foundation-style double-team maneuvers. They were more or less just hitting whatever was in front of him. That proved to be more than enough in the end as the fearsome Undertaker distracted Triple H, allowing Cena to deliver an Attitude Adjustment to get the win for his team in The World’s Most Famous Arena.
#33 “Stone Cold” Steve Austin, Undertaker & Dude Love vs. The Hart Foundation: Flag Match (July 21, 1997)
They say politics make strange bedfellows. Same goes for patriotism. How else would “Stone Cold” Steve Austin, The Undertaker and Dude Love end up united if not for the rampant anti-American rhetoric of Bret “Hit Man” Hart and his Hart Foundation cronies? Confident in front of their hometown crowd, the “Hit Man,” his brother Owen and their brother-in-law The British Bulldog challenged the trio to a Flag Match, which could only be won by grabbing your nation’s flag from atop a pole in the corner of the ring.
Putting aside their differences to defend the red, white and blue, The Deadman, Austin and Dude Love fought hard to grab Old Glory in front of an increasingly rowdy crowd. They nearly did it, too. In the final seconds of the match, The Undertaker climbed toward the American flag in one corner while the “Hit Man” neared the Canadian one across the ring. Just then, the unpredictable Brian Pillman leapt forth from the crowd and shoved The Deadman from the turnbuckle. By the time The Undertaker hit the canvas, the Canadians had won.
#5 The Undertaker vs. Jeff Hardy: Undisputed Championship Ladder Match (June 1, 2002)
Jeff Hardy long thrilled the WWE Universe as one-half of the daredevil Hardy Boyz, but the idea that the risk taker could defeat a Superstar as revered as The Undertaker for the Undisputed Title seemed almost unfathomable in 2002. Still, with every rung the young competitor scaled in this Ladder Match, the more WWE fans got behind his impossible effort.
Fully embodying his “live for the moment” ethos, Hardy put aside concern for his own well-being as he flung himself like a shuriken at The Deadman. The high-flyer was black and blue from the heavy fists of the best pure striker in the game, but something inside the young competitor would not allow him to quit. In the end, Hardy was defeated after Undertaker recklessly chokeslammed him from the top of the ladder, but The Charismatic Engima’s effort had been enough to inspire admiration in the stoic Undertaker. Helping his fallen opponent to his feet, The Demon from Death Valley raised the future WWE Champion’s hand in a show of respect that meant more than any victory would.
You can read the entire list by clicking on the source link below.