While Nelson is considered a mainstream country legend, his actual music has often strayed far from commercial. In the '60s and early '70s, hangin' with the rebellious, hard-living likes of Johnny Cash and Waylon Jennings, the trio eschewed Nashville's radio-friendly sound and did their own thing — rooted in old-school Western swing, blues, rock, jazz and gospel.
The press branded the style "outlaw country." And from 1985 to '95, Nelson, Cash and Jennings, plus junior cohort Kris Kristofferson, cashed in big time when they formed the country supergroup The Highwaymen.
Dubbed "the Mount Rushmore of country music," the foursome released three albums, scored a hit single with "The Highwayman" and toured the world. In the must-see 2016 PBS documentary "The Highwaymen: Friends Till The End," Nelson calls the collaboration "some of the best times of my life."