Highwayman

"Highwayman" is a song written by American singer-songwriter Jimmy Webb about a soul with incarnations in four different places in time and history: as a highwayman, a sailor, a construction worker on the Hoover Dam, and finally as a captain of a starship. The song was influenced by the real-life hanged highwayman Jonathan Wild. Webb first recorded the song on his album El Mirage, released in May 1977. The following year, Glen Campbell recorded his version on his 1979 album Highwayman.

In 1985, the song became the inspiration for the naming of the supergroup the Highwaymen, which featured Johnny Cash, Waylon Jennings, Willie Nelson, and Kris Kristofferson. Their first album, Highwayman, became a number one platinum-selling album, and their version of the song went to number one on the Hot Country Songs Billboard chart in a 20-week run. Their version earned Webb a Grammy Award for Best Country Song in 1986.