#4 - Jack Swagger
Jack Swagger's career started so brightly, so much so that when he was able to climb the ladder and retrieve the briefcase back at WrestleMania 26, it was thought that this was the start of great things for the former amateur wrestler.
Swagger tried to cash in his contract on John Cena like many stars before him, but when he was unsuccessful, he cancelled his cash in and decided instead to go after the World Heavyweight Championship. Swagger cashed in on Chris Jericho just two nights after he won the case at WrestleMania and become World Champion for the first time.
This was the height of Swagger's career. Sadly, he didn't remain at the helm of the company for long before he became an afterthought and requested his release from the company back in 2017.