#27 "The Dark days have begun!" (WrestleMania 13)
One of the most forgettable WrestleMania main events in history (and one of the most forgettable cards, period, not counting that one match), we might still get starry-eyed, given that The Undertaker was involved in it.
Unfortunately, the match was such a drag that it muddied things. Psycho Sid tended to have that effect in his two WrestleMania main events. Despite his more or less veteran status by that time, Undertaker would nevertheless get much better in the years to come.
"The dark days have begun" was indeed an apt description, because the company looked like it was in freefall in 1997, and would only get worse from here, while WCW was pushing boundaries with its white hot nWo storyline. Save to say, respectable as he was, Undertaker wasn't going to be the man to turn the tide for Vince McMahon and his company.