Songwriter Jimmy Webb
wrote the original "Highwayman" and recorded it in 1977. Eight years later, the newly formed Highwaymen took the song to the top of the Country chart. Carlile told Beats 1's Zane Lowe that after completing their version, they asked Webb for his blessing.
"We asked him if he wanted to contribute to the rewrite, and we told him what the concept of the movement and the band was," she recounted. "He wrote us back and said that he felt that it was spot on, and we were complimented by that to no end."