Turns out Vince McMahon planned out the end of The Undertaker's streak in 2010 and didn't want to wait as long as he ended up having to.
There are certain moments in wrestling history that will never be forgotten. Moments where you remember exactly where you were when they went down. Hulk Hogan slamming Andre The Giant, and his turn in WCW years later. CM Punk's pipebomb promo. The Montreal Screwjob. We could go on.
One of the more recent examples of that took place at WrestleMania XXX. Not Daniel Bryan's miraculous title win, although that makes the list too, but the end of The Undertaker's streak. In all our years watching wrestling, and sport in general, we have never known the sound and energy to be sucked out of a building quite like it. When Brock Lesnar hit that third and final F5 to which The Deadman had no reply.
Almost five years later and there is still speculation as to whether that was the intended ending of the match. The latest rumor, sparked by Wrestling Observer Newsletter, is that Vince McMahon intended for the match and its ending to go down long before that fateful night. The road to that match started back in 2010 when Taker was in the crowd for one of Lesnar's UFC fights.
Apparently, the point of that was to begin the build to a match at WrestleMania XXVII the following year. That was the impression Mr. McMahon was under anyway. Despite reportedly sending Taker the ticket, Dana White later revealed that he had not been clued into the plan and was not okay with it since Lesnar was still under contract with UFC. That led to the match being delayed until Lesnar was back under contract with WWE.
If all of the above is indeed true, the WWE landscape might be very different. Instead of Lesnar, The Undertaker had his first of two back to back 'Mania matches with Triple H at WrestleMania XXVII. It might also have meant that The Beast would be done with WWE by now. It feels as if we are nearing that time, but if he had wrestled The Phenom three years earlier then Lesnar may have been where he is now three years ago.