2Sycho Sid
Source:reddit
Sycho Sid was a four-time World Heavyweight Champion with two of his titles coming from WWE and the other two from WCW. Despite having a fruitful career, his name is rarely mentioned among the best wrestlers, and there is a reason for it. He was changing companies thanks to which he earned a bad reputation. Sid was obviously chasing paychecks, but this guy was lucky to earn a lot of money and have a successful career.
