#5 Owen Hart
The younger brother of Bret Hart certainly had his career ups and downs. When he debuted for the WWE, he was initially assigned the Blue Blazer character, a masked faux luchador who wore feathered boas and rarely spoke. WWE management believed that Owen would be in big brother Bret's shadow, and Vince McMahon also believed that Owen's look wasn't marketable.
Owen would wear gold, with two reigns as Intercontinental Champion and four reigns as Tag Champion. He did win the WWE world title at a house show, only to lose it a day later, but these matches never happened on Television and the WWE does not acknowledge them.
Will John Cena beat Ric Flair's record? A former WCW Champion thinks so HERE
A tragedy cut his career short, so we will never know what might have been. A true technical wizard and high flyer, Owen also delivered good promos and was one of the most beloved Superstars backstage for his sense of humour and wild pranks.
He even pulled down Jim Ross's swim trunks on a cruise! Here's Owen Hart challenging Shawn Michaels for the big belt.