Four Biggest Names In Country Saddle Up For The Award-Winning, ‘Highwayman’

The Highwaymen / YouTube

Country legends Johnny Cash, Waylon Jennings, Willie Nelson,  and Kris Kristofferson teamed up to join country supergroup The Highwaymen in 1985.

The group decided to do a project together while working on a television special together in Switzerland. The Highwaymen were active from 1985 to 1995 and recorded three major studio albums: Highwayman, Highwayman 2, and The Road Goes On Forever. 

Their first album Highwayman was certified Platinum and its lead single, “Highwayman,” hit No.1 and won a Grammy for “Best Country Song” in 1986. The song was introduced to Johnny Cash by Marty Stuart who felt the song was perfect to them because it embodied “four verses,” “four souls,” and their were “four of them.”

The country quartet each took turns singing a different verse of the song: first Nelson, second Kristofferson, then Jennings, and Cash to close the song out.

The men chose to record the song because they felt the lyrics related to their life because they were always constantly on the road and felt they were “the outlaws” of country music.

You can watch the music video for the supergroup’s epic debut single in the video below!

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About the Author

Jennifer Pernicano

Hey there! My name is Jen, and I grew up in Los Angeles. I moved further down the coast to San Diego in 2011 and have been here ever since! I first moved to San Diego County to attend Cal State San Marcos, where I was recruited to play soccer. During my Senior Year, we…

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