1. Owen Hart
One of the greatest in-ring performers in WWE history, Owen Hart should have been WWE Champion, either during the New Generation Era or the Attitude Era. Owen had a lot of momentum after his feud with his brother Bret in the early 1990s, and the WWE should have capitalized on it, but they did not.
Winning the Intercontinental championship in 1997 seemed like a good step towards a WWE title reign but it never materialized for Owen. He joined the Nation of Domination as The Black Hart before teaming up with Jeff Jarrett. Owen would quit WWE storyline-wise to play the Blue Blazer character.
A female WWE star said her life is in danger. Details HERE
The Blue Blazer gimmick eventually led to the accidental death of Owen on May 23, 1999 when he fell from 78 feet onto the top rope near the turnbuckle after releasing his harness early. It was one of the darkest and saddest times in WWE history.