#1 Triple H vs Cactus Jack: Royal Rumble 2000
At the turn of the millennium, WWF was under the control of Triple H and his villainous group, The McMahon-Helmsley Faction. One man who had the fortitude to oppose them was Mankind. Their intense feud resulted in Triple H being challenged for a street fight at Royal Rumble 2000. The challenger for the WWF Championship, however, wasn't Mankind, but his sadistic alter ego, Cactus Jack.
The match, which wasn't for the faint of heart, quickly turned into a manifestation of violence. With the range of weapons varying from barbed wire boards to wooden pallets, both the superstars were forced to embrace pain.
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With both the superstars covered in crimson, it was Triple H who finally came out on top. The Cerebral Assasin pedigreed Cactus Jack on a pool of thumbtacks to earn the three-count. For its storytelling and sheer emotional display, this fight is widely regarded as the greatest match in the history of the Royal Rumble.