He only spent a small portion of his career with the WWE, but Flair was one of the best to ever step in the ring. He was a legend in the South during his time with NWA, and he holds the record by winning 16 world titles in his career. Flair was a part of two all-time great stables in The Four Horsemen and Evolution, and his ring work in over 40 years was always one of the best. The Nature Boy's legendary promos, though, might be what separate him from the rest.