– Regarding The Undertaker’s Streak ending, a major misconception has been that it was Taker’s cal to end it. It is almost surely true that if he didn’t want to have it ended, he could have put up a fight and it most likely would not have happened, so to an extent, that is true.
However, Taker was scheduled to win until some point a few days before the match when Vince McMahon changed his mind, based on Taker’s physical condition and the feeling that there was a good chance this was his last match.
As far as Undertaker’s reaction when Vince suggested it, only he and McMahon know for sure. One friend of Taker’s said he was talked into it while another person very close to the situation said that Taker didn’t argue the decision.
Source: Wrestling Observer Newsletter