10 Most Soul-Destroying WWE Losses Of All Time

6. The Undertaker vs. Shawn Michaels (WrestleMania XXVI)

It's difficult to pick two more perfect back-to-back WrestleMania matches than The Undertaker vs. Shawn Michaels. At 'Mania XXV, the duo put on a clinic, far exceeding expectations (which were still pretty darn high to begin with) and putting on a match for the ages. Surely there was no way they could top themselves the following year, right? Wrong. Arguably better than the previous encounter, the bout at WrestleMania XXVI was a timeless classic as soon as the final bell stopped ringing. The ante had been upped by the fact that Shawn Michaels elected to put his entire career on the line - such stipulations rarely carry much weight nowadays, but retirement had been something HBK had been contemplating for a while, and fans were more than aware of this. Going down valiantly, this was one of Shawn's biggest WrestleMania achievements, which is saying something. Classic match after classic match had been the case every time Shawn Michaels stepped foot inside a 'Mania ring, and this one was no different. Even in defeat, this was the perfect way to cap the incredible career of Michaels.
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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.