12. The Undertaker Destroys Big Boss Man Inside Hell In A Cell (March 28, 1999)
Sadly, the Hell In A Cell bout between The Undertaker and The Big Boss Man at WrestleMania XV proved to be a huge letdown. There are even fans who believe this was the worst Hell In A Cell match in the history of the stipulation. Boss Man was Vince McMahon's hand-picked member of The Corporation to fend off Undertaker. The Undertaker, with help from The Brood, would end up winning. Afterwards, he tied a noose around Boss Man's neck and looked to hang him from the rafters of the arena. This was an unsavoury segment, and it was obvious that things were getting out of hand with the storyline.