The Highwaymen were an American supergroup comprising four country music artists well known for, among other things, their involvement and pioneering influence on the outlaw country subgenre: Johnny Cash, Waylon Jennings, Willie Nelson and Kris Kristofferson.

Active between 1985 and 1995, these four artists recorded three major label albums as The Highwaymen: two on Columbia Records and one for Liberty Records. Their Columbia works produced three chart singles, including the Number One "Highwayman" in 1985.


Formed in 1985, the group did not have an official name when they released their first album on Columbia Records. The album, entitled Highwayman, was credited to "Nelson, Jennings, Cash, Kristofferson".

The single "Highwayman", a Jimmy Webb cover, became a #1 country hit. Their cover of Guy Clark's "Desperados Waiting for a Train" reached the Top 20. (Clark is frequently referred to as "The Fifth Highwayman".) The album was produced by Chips Moman.

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