Riders in the Sky. Too Slim, Ranger Doug Greene, Woody Paul, Dec 1981. For thirty years Riders In The Sky have been keepers of the flame passed on by the Sons of the Pioneers, Gene Autry and Roy Rogers, reviving and revitalizing the genre. They have become modern-day icons by branding the genre with their own legendary wacky humor and way-out Western wit. Riders In The Sky are exceptional not just in the sense that their music is of superlative standards (they are the ONLY exclusively Western artist to have won a Grammy, and Riders have won two).