The Undertaker's 24 WrestleMania Matches Ranked - From Worst To Best

24. Vs. Big Boss Man - WrestleMania XV

Michael Cole invited unflattering comparison to the great Hell In A Cell matches which preceded it - but his idiocy was far from the most offensive element of a disaster of a contest.

It was an instant failure. Fans had little interest in it, and they weren’t given any reason to turn up the volume. ‘Taker fell clumsily when delivering one of countless clotheslines. Boss Man, not to be outdone, took years off everybody’s life by taking an eternity to drop ‘Taker with a swinging neckbreaker. The notoriously awful coda was almost karmic.

As the match dragged on, ‘Taker momentarily remembered the stipulation and threw Boss Man into the mesh with a few token slams, before Boss Man cuffed him to it. The match was so powerfully awful that it made a believer out of those who denied the concept of fate. The cuffs broke when Boss Man was in the midst of his beatdown spot. Of course they did.

After little else than minutes of terminally dull, borderline polite exchanges of punches and kicks, Undertaker’s Brood henchmen descended from the rafters and hanged the Boss Man in a supernatural scene even too ridiculous by the dismal standards of the time. “Could this be symbolic?” a prepubescent Cole whined on commentary.

It was only symbolic of how terrible the Attitude Era was at its unspeakably bad nadir.