-WrestleMania 2000 - failed to win the triple ladder match -WrestleMania X7 - failed to win the Tables, Ladders, and Chairs match -WrestleMania X8 - failed to win a fatal four-way for the World Tag Team championship -WrestleMania XXIII - failed to win Money in the Bank -WrestleMania XXV - lost to Matt Hardy A mish-mash of the stunt-show/four-way tag clusters that occupied many a wrestler, Hardy was more than natural for ladder-based insanity - he'd helped popularize it. In fact, if not for a wellness suspension in March 2008, it's believed that Hardy would have won Money in the Bank at WrestleMania XXIV, and continued the main event push he was receiving at the time. It's actually unbelievable that Hardy technically owns the worst record in WrestleMania history, and by recently re-upping his deal with TNA, it doesn't look like that will change any time soon.