#2 The Undertaker has never won The King of the Ring
The Undertaker had many great moments at King of the Ring PPVs, having one of, if not the, most talked about match in WWE history at the event in 1998. The Undertaker and Mankind went head-to-head in a brutal Hell in a Cell match at King of the Ring 1998, which featured two infamous spots that saw Mankind thrown off of the top of the cell, and then Chokeslammed through the top of the cell. Outside of that classic bout, 'Taker also had three World Championship matches at King of the Ring PPV's, however, The Undertaker never actually had the honor of winning the crown. In fact, he never even made it to the finals of one of the tournaments.
The Undertaker actually only took part in two King of the Ring tournaments. His first appearance in the tournament was in 1991, less than a year into his WWE run. Taker was eliminated during his quarter-final match with Sid Justice as the match ended in a double disqualification (which saw Sid eliminated too) due to the pair both attacking the referee.
The Deadman made his second, and final, appearance in a King of the Ring tournament during the 1995 PPV, as he was again eliminated during the quarter-final stage. This time against Mabel, who would go on to win the tournament and crown himself, King Mabel