7. Vs. Big Boss Man - Hell In A Cell, WrestleMania XV
Seeing The Undertaker and Hell in a Cell next to each other, you'd think that the match would be at least half decent. After all, 'Taker has worked thrillers with the likes of Shawn Michaels, Mick Foley and Brock Lesnar inside Devil's Playground. At WrestleMania XV, Undertaker had one of his worst ever encounters inside the Cell. A lot of people are quick to talk about how glorious the Attitude Era was and, while there was a lot of good stuff from that period, there was a lot of dross, too. The Boss Man was a perfectly adequate lower-to-mid-card worker by spring 1999 but placing him in such a high-profile match against The Undertaker was a mistake. The match was so bad that they WWE even bother including it on the three-disc Hell in a Cell compilation DVD. Nobody would miss it. Equally as bad as (if not worse than) the completely naff 'action' was the post-match angle in which the Ministry 'hanged' Boss Man from the ceiling of the arena. The worst HIAC match ever, this one deserved all the 'boring' chants it received on the night and more.
