Waylon Jennings
Waylon Jennings (1937-2002) was a Littlefield, Texas, born country music artist who became a leading figure in the outlaw country movement of the 1970s. After briefly playing bass for Buddy Holly in 1959, Jennings later moved to Nashville and recorded for RCA Records before challenging the polished Nashville sound and demanding creative control over his music.
His independent approach helped shape outlaw country alongside artists such as Willie Nelson and influenced generations of country musicians.
Why They Matter
Jennings helped lead the Outlaw Country movement, giving artists creative control over their music and permanently changing the sound, image, and independence of modern country music.
Signature Sound & Style
Jennings was known for his signature outlaw country sound built on a steady rhythm section, prominent Telecaster guitar, and his deep commanding baritone, paired with a rugged independent style that rejected the polished Nashville sound.
Must-Know Songs
- "Luckenbach, Texas (Back to the Basics of Love)" – His signature hit that became an anthem of Texas pride and outlaw country.
- "Mammas Don’t Let Your Babies Grow Up to Be Cowboys" – A hugely successful duet with Willie Nelson that won a Grammy and became a country classic.
- "Good Hearted Woman" – Another famous Jennings and Nelson collaboration that helped define the outlaw country movement.
- "Are You Sure Hank Done It This Way" – A bold song criticizing the Nashville music industry and celebrating artistic independence.
- "Theme from The Dukes of Hazzard (Good Ol’ Boys)" – A major crossover hit tied to the television show The Dukes of Hazzard, where Jennings also served as narrator.
[LISTEN TO JENNINGS' HITS ON THE PLAINS TRAIL REGIONAL PLAYLIST]
Did You Know?
Jennings was supposed to be on the plane that crashed in the 1959 tragedy known as The Day the Music Died, but he gave his seat to J. P. Richardson, The Big Bopper, who was sick with the flu.