#6 Shawn Michaels vs The Undertaker - WrestleMania XXVI
Shawn Michaels faced The Undertaker multiple times over their careers in WWE, and on each occasion, the two of them managed to produce something magical. The first time they had faced each other at WrestleMania was special in its own way, but that’s for later.
The second time they faced each other, everything was on the line.
Desperate after losing to The Undertaker a year back, Michaels tried to work his way into a match by attempting to win the Royal Rumble. When that failed, Shawn Michaels ensured The Undertaker was not the World Heavyweight Champion during WrestleMania. He interfered in the Elimination Chamber and helped his arch-nemesis Chris Jericho win the match just so that The Phenom would accept his challenge.
The Undertaker accepted Michaels’ challenge, but it came at a cost. Shawn Michaels’ career was on the line against The Deadman’s Streak.
The match was everything that it could have been. Learning from their experiences a year ago, both wrestlers tried to avoid mistakes they had made then. It was entertaining for the fans and the quiet desperation with which Michaels approached the match made fans believe that The Undertaker’s streak was in danger.
However, by the end of the match, it was The Undertaker who stood tall, and the career of one of the best wrestlers of all time was at an end. Shawn Michaels lost to The Undertaker and had to retire from the ring.