#6 Jeff Hardy

His Wrestlemania Record: 1-6
Jeff Hardy is a surefire Hall of Famer and has thrilled fans worldwide over nearly a quarter of a century at various levels of the wrestling business. He has also provided numerous moments which make Wrestlemania montages each year but, unfortunately, almost none of those were part of a Wrestlemania win.
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Hardy's early Wrestlemania career came as part of the Hardy Boyz tag team, and the brothers typically entered multi-team contests where someone else hoisted the titles; in singles competition, The Enigma had only one singles contest, and lost in a Money in the Bank Match, while in and out of WWE due to personal issues.

Signature Loss: Hardy's only one-on-one singles match at Wrestlemania was an Extreme Rules Match against his older brother, Matt, at Wrestlemania XXV; in a match featuring fun (if nonsensical) spots, the finish came when Hardy leapfrogged over a painter's ladder to miss a leg drop onto his Broken brother, before falling victim to a chair-assisted Twist of Fate.
At Least He Won When: The brothers Hardy made a surprise return to WWE at Wrestlemania 33, when they were introduced as surprise entrants into the RAW Tag Team Championship Ladder Match; in a contest featuring some great nostalgia spots for the Orlando crowd, Hardy nailed his Swanton Bomb off a ladder, allowing his brother Matt to snag the red belts for Jeff's first Wrestlemania victory.