The Highwaymen were an American supergroup

Supergroup (music)

In the late 1960s, the term supergroup was coined to describe "a rock music group whose performers are already famous from having performed individually or in other groups"....

 comprising four country music

Country music

Country music is a popular American musical style that began in the rural Southern United States in the 1920s. It takes its roots from Western cowboy and folk music...

 artists well known for, among other things, their involvement and pioneering influence on the outlaw country

Outlaw country

Outlaw country is a subgenre of country music, most popular during the late 1960s and the 1970s , sometimes referred to as the outlaw movement or simply outlaw music...

 subgenre: Johnny Cash

Johnny Cash

John R. "Johnny" Cash was an American singer-songwriter, actor, and author, who has been called one of the most influential musicians of the 20th century...

, Waylon Jennings

Waylon Jennings

Waylon Arnold Jennings was an American country music singer, songwriter, and musician. Jennings began playing at eight. He began performing at twelve, on KVOW radio. Jennings formed a band The Texas Longhorns. Jennings worked as a D.J on KVOW, KDAV and KLLL...

, Willie Nelson

Willie Nelson

Willie Hugh Nelson is an American country music singer-songwriter, as well as an author, poet, actor, and activist. The critical success of the album Shotgun Willie , combined with the critical and commercial success of Red Headed Stranger and Stardust , made Nelson one of the most recognized...

 and Kris Kristofferson

Kris Kristofferson

Kristoffer "Kris" Kristofferson is an American musician, actor, and writer. He is known for hits such as "Me and Bobby McGee", "For the Good Times", "Sunday Mornin' Comin' Down", and "Help Me Make It Through the Night"...

. Active between 1985 and 1995, these four artists recorded three major label albums as The Highwaymen: two on Columbia Records

Columbia Records

Columbia Records is an American record label, owned by Japan's Sony Music Entertainment, operating under the Columbia Music Group with Aware Records. It was founded in 1888, evolving from an earlier enterprise, the American Graphophone Company — successor to the Volta Graphophone Company...

 and one for Liberty Records

Liberty Records

Liberty Records was a United States-based record label. It was started by chairman Simon Waronker in 1955 with Al Bennett as president and Theodore Keep as chief engineer. It was reactivated in 2001 in the United Kingdom and had two previous revivals.-1950s:...

. Their Columbia works produced three chart singles, including the Number One "Highwayman

Highwayman (song)

"Highwayman" is the title of a song written by American songwriter Jimmy Webb, about a soul with incarnations in four different places in time and history, a highwayman, a sailor, a construction worker on the Hoover Dam, and finally as a star ship captain....

" in 1985.

While not credited as the Highwaymen, between the years of 1997 and 1999, Nelson, Kristofferson, Cash, and Jennings also provided the voice and dramatization for the Louis L'Amour Collection, a four CD box set of seven Louis L'Amour Stories published by the HighBridge Company.
Formed in 1985, the group did not have an official name when they released their first album on Columbia Records

Columbia Records

Columbia Records is an American record label, owned by Japan's Sony Music Entertainment, operating under the Columbia Music Group with Aware Records. It was founded in 1888, evolving from an earlier enterprise, the American Graphophone Company — successor to the Volta Graphophone Company...

.