3. End of the Streak (2014)
This was more of a shocking second. This moment took 22 years in the making. The Undertaker's streak was the biggest one time opportunity Vince had to instantly give any wrestler a big push, and he decided that Lesnar should be the one to break the streak.
It makes sense as he had recently returned to WWE and needed a big win to cement himself as the top guy, and what could be better than beating Undertaker at Wrestlemania?
The match itself was not that great as Undertaker suffered a debilitating concussion. The in-ring action was never able to rebound, resulting in a dull atmosphere that gave off an air of boredom.
But what shocked everybody was the moment when the referee smacked his hand on the canvas for the third count. Nobody could believe that Lesnar had broken the streak and it was definitely one of the most memorable moments.