#3 After the streak ended (WrestleMania 30)
WrestleMania 30 was a monumental night for WWE. We saw Daniel Bryan overcome the odds to win the WWE World Heavyweight Championship in the main event, as well as the even more significant result in The Undertaker’s match. The Undertaker's legendary streak was finally broken by Brock Lesnar, taking his record at the Show of Shows to 21-1.
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The match itself did not go well. Undertaker got concussed early on in the match and was definitely hurt. As Taker stood in the ring concussed after the match, you could see the man behind the character for a second and feel his bitter disappointment.
The Deadman opened up about his streak ending in an interview with Ariel Helwani earlier this year:
It was always in the back of my mind that it would end. Although, most of my peers and people that I work with thought it was a horrible decision, and I just asked Vince, 'are you sure? Is this what you want?' He was like, 'if it's not Brock, who can beat you?' Alright, well, it's your call.