Top 10 Waylon Jennings Songs
Waylon Jennings passed in 2002 at the age of 64 — one year after being inducted into the Country Music Hall of Fame. Throughout his career, he remained an honest artist fighting to record the music inside him, the way he wanted to hear it. Jennings’ career started in 1958 as when he became a member of Buddy Holly’s Crickets. After Holly’s death, Jennings spread his wings as a solo artist and found a home of his own in country music. We’ve compiled a list of songs that we feel best represents the career of this legendary outlaw — from popular Willie Nelson duets to the theme from ‘The Dukes of Hazard,’ to final chart toppers like ‘Wrong’ and ‘Rose in Paradise.’ These are the Top 10 Waylon Jennings songs.
Waylon Jennings passed in 2002 at the age of 64 — one year after being inducted into the Country Music Hall of Fame. Throughout his career, he remained an honest artist fighting to record the music inside him, the way he wanted to hear it.
From ‘The Eagle’ (1990)
In 1990, Waylon Jennings proved that he still had a few hits left in him, even though by this time he was considered a legend in the music business. The class of ’89 — Garth Brooks, Clint Black, Alan Jackson and Travis Tritt — were starting to control the charts with the new young country movement at this time, leaving less room for the veterans of the genre. The humorous single accompanied by a comical video gave Waylon Jennings the final Top 5 hit of his career. ‘Wrong’ is a right way to start our list of the Top 10 Waylon Jennings songs.
‘Mamas Don’t Let Your Babies Grow Up to Be Cowboys’
‘Rose in Paradise’
From ‘Hangin’ Tough’ (1987)
In 1987, Waylon Jennings landed the final No. 1 of his career with ‘Rose in Paradise,’ although he would continue to record and tour up until his untimely death in 2002. At the time this song was a hit, Jennings was also riding high as a member of the Highwaymen with his peers Johnny Cash, Willie Nelson, and Kris Kristofferson. Formed in 1985, the quartet launched the first of many tours and three albums together. In 1998, Jennings would also be a part of another super group called the Old Dogs with Mel Tillis, Jerry Reed, Bobby Bare and producer Shel Silverstein.
‘Good Hearted Woman’
‘Are You Sure Hank Done It This Way?’
From ‘Dreaming My Dreams’ (1975)
In 1975 — the year Waylon was named the CMA’s Male Vocalist of the Year — he wrote a tribute song to his hero, Hank Williams, Sr. No matter where he played or how many hit songs he had on the radio, Waylon always included at least one Hank Williams song at each concert. Jennings also recorded an entire album of his heroes’ hits on the CD ‘Waylon Sings Hank Williams.’ In 2001, this song was recorded by Alabama for the tribute album ‘Waylon: The Music Inside.’