The role of "The Ringo Kid" was originally to be played by Waylon Jennings, but the producers determined that Jennings wasn't up to the demands of the part and cast Kris Kristofferson instead. Jennings was given the part of "Hatfield" instead.
Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristofferson recorded several albums between 1985-95, as The Highwaymen.
John Schneider (Buck the stagecoach driver) starred in the The Dukes of Hazzard (1979). Waylon Jennings (Hatfield the gambler) was the narrator of the "Dukes of Hazzard" and sang the theme tune. Willie Nelson (Doc Holliday) played Uncle Jessie in The Dukes of Hazzard (2005).
The film takes place in 1880.