TLC matches are taxing on the body, but on some, its especially taxing on the psyche. These wrestlers have been unsuccessful in their attempts to navigate the twisted steel and splintered wood, climb the ladder and retrieve a title belt. Most Losses: 5, Jeff Hardy Despite being known as the high-flying daredevil who thrived in these TLC matches, Hardy never managed to win a single one. He lost in each of the first four TLC matches for the Tag Team Championships, then lost his World Heavyweight Championship to CM Punk (more on him in a moment) in 2009. Worst Winning Percentage, at Least One Win: 33% (1 win, 2 losses), Chris Jericho and Kane Both Y2J and the Big Red Monster have emerged victorious in their first TLC matches back-to-back in tag team title matches, no less but failed in two subsequent bouts to win. Kane notably defended his tag titles he held with the Hurricane on his own after the superhero was taken out before the match.