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.
Lifelong wrestling, video game, music and sports obsessive who has been writing about his passions since childhood. Jamie started writing for WhatCulture in 2013, and has contributed thousands of articles and YouTube videos since then. He cut his teeth penning published pieces for top UK and European wrestling read Fighting Spirit Magazine (FSM), and also has extensive experience working within the wrestling biz as a manager and commentator for promotions like ICW on WWE Network and WCPW/Defiant since 2010. Further, Jamie also hosted the old Ministry Of Slam podcast, and has interviewed everyone from Steve Austin and Shawn Michaels to Bret Hart and Trish Stratus.