Undertaker's return to WWE television in January of 1999 brought with it the formation of the Ministry of Darkness and the beginning of a storyline that would see him continuously torment Vince McMahon, playing mind games with the owner of WWE and threatening his family in an attempt to take control of the company. Maybe. His motivations were not always clear. To deal with the latest threat to his empire, McMahon selected Big Boss Man to take on the Phenom inside Hell In A Cell at WrestleMania XV. It did not seem to make sense that a program only weeks old was being held in a match that, typically, was the endgame for the most heated and violent rivalries in WWE history. The fact that both Superstars were heels meant that fans had no reason to really invest themselves, creating a strange environment for one of the more heavily hyped bouts on the card. The match itself was quite terrible. Undertaker was fighting injuries that had plagued him late the previous year and Boss Man, despite excelling in hardcore matches later in the year, was not the guy for the Dead Man to lean on to help craft a great bout. That they barely used the cell itself only made the questions as to why the match was happening in the first place that much louder. Undertaker bled and suffered a terrible beating by his opponent, courtesy of Boss Man's trademark nightstick, but he withstood the assault and pinned the lawman from Cobb County, Georgia following a Tombstone. The tasteless hanging of Bossman from the ceiling following the match was one of WrestleMania's darkest moments and an even larger blemish on an already bad match.