1. Triple H Defeats The Rock & Big Show & Mick Foley (WrestleMania 2000)
Definitely standing in a class of its own as one of the biggest times a heel would win at WrestleMania, Triple H's victory over not one, but three different opponents angered a fair few fans at the time. WrestleMania 2000 was headlined by 'The Game' defending his WWF Title against The Rock, Mick Foley and The Big Show. There was a McMahon family member in each man's corner, but it would be Stephanie who would be laughing hardest, watching her man come out on top. Unbelievably, Triple H would be the first genuine heel to win in the main event at WrestleMania, 16 events in. A lot of people pointed to this as evidence that the guy was in Vince McMahon's ear, calling the shots, but the truth is that Triple H was a fantastic champion in 2000. Many folks would have likely rather have witnessed The Rock defeat him cleanly in a singles bout at 'Mania, but that would have to wait until Backlash the following month, even if the finish wasn't 100% clean.
Lifelong wrestling, video game, music and sports obsessive who has been writing about his passions since childhood. Jamie started writing for WhatCulture in 2013, and has contributed thousands of articles and YouTube videos since then. He cut his teeth penning published pieces for top UK and European wrestling read Fighting Spirit Magazine (FSM), and also has extensive experience working within the wrestling biz as a manager and commentator for promotions like ICW on WWE Network and WCPW/Defiant since 2010. Further, Jamie also hosted the old Ministry Of Slam podcast, and has interviewed everyone from Steve Austin and Shawn Michaels to Bret Hart and Trish Stratus.
