Uploaded November 2017 | Updated September 2026, 2 hours ago
In 1958, Buddy Holly arranged Waylon Jennings's first recording session and hired him to play bass with his band. On February 3rd 1959 in Clear Lake, Iowa, Jennings gave up his seat on the ill-fated flight that crashed and killed Holly, J. P. Richardson "the Big Bopper", Ritchie Valens "La Bamba", and pilot Roger Peterson. "The Day the Music Died." During the 1970s, Jennings joined the Outlaw Country movement. In 1976, he released the album Wanted! The Outlaws with Willie Nelson, Tompall Glaser, and Jessi Colter, the first platinum country music album. He joined the country supergroup The Highwaymen with Johnny Cash, Willie Nelson and Kris Kristofferson, which released three albums between 1985 and 1995. The four members starred in a movie together: the 1986 made for TV film "Stagecoach," a remake of the 1939 John Wayne classic. From a CBC Vancouver 1970s TV series, country music legend Waylon Jennings sang his hit "Rambling Man."
In 1958, Buddy Holly arranged Waylon Jennings's first recording session and hired him to play bass with his band. On February 3rd 1959 in Clear Lake, Iowa, Jennings gave up his seat on the ill-fated flight that crashed and killed Holly, J. P. Richardson "the Big Bopper", Ritchie Valens "La Bamba", and pilot Roger Peterson. "The Day the Music Died." During the 1970s, Jennings joined the Outlaw Country movement. In 1976, he released the album Wanted! The Outlaws with Willie Nelson, Tompall Glaser, and Jessi Colter, the first platinum country music album. He joined the country supergroup The Highwaymen with Johnny Cash, Willie Nelson and Kris Kristofferson, which released three albums between 1985 and 1995. The four members starred in a movie together: the 1986 made for TV film "Stagecoach," a remake of the 1939 John Wayne classic. From a CBC Vancouver 1970s TV series, country music legend Waylon Jennings sang his hit "Rambling Man."
