10 Biggest WWE Superstars Never To Headline WrestleMania

5. Jake 'The Snake' Roberts

Jake is rightly recognised as one of the biggest underachievers in professional wrestling, and one of the greatest never to win a world championship. He had it all: a unique gimmick, bags of in-ring talent, and a dark charisma. Struggles with alcohol consumed him and brought his career to a sadly early end, but some of his work in the late 80s and early 90s would easily be worthy of a WrestleMania main event. Roberts would have provided a true taste of something different, a quietly terrifying heel in an era of musclebound giants and loudmouth managers. Most Likely Opponent: Randy Savage. One of the most iconic moments of wrestling's golden era was the sight of Damien, Jake's pet snake, slowly strangling the life out of the Macho Man in a horrifying post-match assault. Similar antics on the grandest stage of them all would have got the crowd behind Savage like never before.