Jake ‘The Snake’ Roberts – $500k
One of the most unforgettable wrestlers, Jake ‘The Snake’ Roberts did not only compete in the TNA, NWA, WCW, ECW, and WWF, but he also had a rather strong ringside presence. He always brought his snakes to the ring, which earned him his nickname, and Damien the python was his most famous snake. Since going into retirement, he has had a number of health issues, one of which was getting diagnosed with muscular cancer in 2014. Though he made a full recovery, he was hospitalized again later that year reportedly due to double pneumonia.
Rowdy Roddy Piper
Born Roderick George Toombs, Rowdy Roddy Piper was a pro wrestler for over thirty years, one of the few who managed to lead a really long professional career. In the wrestling world, he always assumed the “villain” role and the crowd totally loved him. He was inducted into the Hall of Fame of the WWE in 2005, but just a year later, he announced that he had Hodgkin’s lymphoma. Just like what he did in his career, Rowdy Roddy Piper lead a long battle against his disease, but in 2015, he passed away due to cardiac arrest.