1 Tito Santana
Merced Solis is a Mexican-American semi-retired professional wrestler, better known by his ring name, Tito Santana.
2 Vince McMahon
Vincent Kennedy "Vince" McMahon is an American professional wrestling promoter, former announcer, commentator, film producer, actor, and retired professional wrestler.
Even at his own event hasn't had any luck losing to his own Shane, Hulk Hogan, Shawn Michaels, and Bret Hart he even lost the Battle of The Billionaires match against Donald Trump and got his head shaved in the middle of the ring. - egnomac
3 Big Show
Paul Randall Wight, Jr. is an American professional wrestler and actor, better known by his ring name Big Show.
Despite being the worlds largest athlete Bigshow has had the worst of luck at WrestleMania having the worst win loss record. - egnomac
Nah. He won the Andre The Giant memorial so I wouldn't count him unlucky. - LightningBlade
4 Triple H
Paul Michael Levesque, better known by his ring name Triple H, is an American semi-retired professional wrestler, corporate executive, and actor.
He lost all championship matches but won against Sting. Why? Why Hunter? - LightningBlade
Triple H lost 3 straight championship main events losing the world title to both Chris Benoit and Batista then losing to John Cena at WrestleMania 22 he even lost three times to te Undertaker. - egnomac
5 Mick Foley
Michael Francis "Mick" Foley Sr. is an American retired professional wrestler, writer, color commentator, actor and voice actor.
6 Dwayne Johnson
Dwayne Douglas Johnson, also known by his ring name The Rock, is an American and Canadian actor, producer and semi-retired professional wrestler, signed with WWE.
Dustin Patrick Runnels is an American professional wrestler who is currently signed to WWE under the ring name Goldust.
9 Ric Flair
Richard Morgan "Ric" Fliehr, better known by his ring name Ric Flair, is a professional wrestling manager and American retired professional wrestler currently signed to the WWE under a legends appearance contract.
10 Dolph Ziggler
Nicholas Theodore "Nick" Nemeth, best known by the ring name Dolph Ziggler, is an American professional wrestler, stand-up comedian, and actor.
11 Jeff Hardy
Jeffrey Nero "Jeff" Hardy is an American professional wrestler, singer-songwriter, painter and musician.
12 Jerry the King Lawler
13 Matt Hardy
14 Kofi Kingston
Kofi Nahaje Sarkodie-Mensah is a Ghanaian-American professional wrestler. He is signed to WWE under the ring name Kofi Kingston, in which he is a member of The New Day along with teammates Big E and Xavier Woods.
Rodney Agatupu Anoaʻi was an American professional wrestler who is best known for his time with the World Wrestling Federation where he wrestled under the ring name Yokozuna, whose term yokozuna refers to the highest rank in professional sumo wrestling in Japan.
Both times Yokozuna has failed to walk out of WrestleMania as WWE Championship at back to back WrestleMania Main events. - egnomac
16 Bubba Ray Dudley
Mark LoMonaco is an American professional wrestler. He is currently signed to WWE, where he performs under the ring name Bubba Ray Dudley.
17 D-Von Dudley
Devon Edger Hughes is an American professional wrestler. He is currently signed to WWE, where he performs under the ringname D-Von Dudley alongside his tag team partner Bubba Ray as The Dudley Boyz.
20 Jimmy Snuka