Johnny Cash
The third and final member of The Highway Men to have a spot on this list, Johnny Cash is one of the most iconic country singers of all time and continues to sell countless records nearly 20 years after his passing. “The Man in Black” and his story were masterfully told in 2008 biopic Walk the Line, but the American music icon had a rather successful career in film and television even before Joaquin Phoenix portrayed him on the big screen.
Throughout the late 1950s and 1960s, Johnny Cash showed up in a number of western shows like Shotgun Slade, Wagon Train, The Rebel, and The Deputy, as well as movies like Five Minutes to Live which saw him take on the role of a hardened criminal at the center of a menacing plot. Cash, who had several various variety shows and specials over the years, continued to take on small roles on shows like Little House on the Prairie, Stagecoach, and Dr. Quinn, Medicine Woman.