#3 Randy Orton (10-year WWE contract)
Randy Orton has been regarded as one of WWE’s top Superstars for the majority of his career, so it should come as no surprise that the company wanted to secure his services on a long-term deal.
The man himself has admitted on numerous occasions that his attitude backstage landed him in a lot of problems in the early stages of his career, while Triple H said on the WWE Network series 'Ruthless Aggression' that Orton seemed “hellbent” on wasting his potential.
Thankfully, by 2010, “The Viper” had cleaned up his act and Vince McMahon rewarded him with a 10-year contract.
Since then, Orton has remained a key figure on WWE programming, particularly in 2013-2015 when he was involved in World Championship storylines with high-profile names including Daniel Bryan, John Cena, Batista, and Seth Rollins.
In more recent years, the former Evolution member has become a 13-time WWE World Champion – with his latest title victory coming against Bray Wyatt at WrestleMania 33 – and there is still plenty of time for him to potentially break Cena and Ric Flair’s record of 16 world title reigns.