During the 1970s, Jennings joined the Outlaw movement. He released critically acclaimed albums Lonesome, On'ry and Mean and Honky Tonk Heroes, followed by hit albums Dreaming My Dreams and Are You Ready for the Country. In 1976 he released the album Wanted! The Outlaws with Willie Nelson, Tompall Glaser, and Jessi Colter, the first platinum country music album. That success was followed by Ol' Waylon, and the hit song “Luckenbach, Texas (Back to the Basics of Love).” By the early 1980s, Jennings was struggling with a cocaine addiction, which he quit in 1984. Later he joined the country supergroup The Highwaymen with Nelson, Kris Kristofferson, and Johnny Cash. During that period, Jennings released the successful album Will the Wolf Survive. He toured less after 1997, to spend more time with his family. Between 1999 and 2001, his appearances were limited by health problems. On February 13, 2002, Jennings died from complications of diabetes.
The 12-year-old Jennings auditioned for a spot on KVOW in Littlefield, Texas. Owner J.B. McShan, along with Emil Macha, recorded Jennings's performance. McShan liked his style and hired him for a weekly 30-minute program. Following this successful introduction, Jennings formed his own band. He asked Macha to play bass for him, and gathered other friends and acquaintances to form "The Texas Longhorns". The style of the band, a mixture of country and western and bluegrass, was often not well received
Jennings also appeared in movies and television series. He was the balladeer for The Dukes of Hazzard; composing and singing the show's theme song. In 2001 he was inducted into the Country Music Hall of Fame, which he chose not to attend. In 2007 he was posthumously awarded the Cliffie Stone Pioneer Award by the Academy of Country Music. Well, maybe the Waylon Jennings Guitar Cover should get some of the credit. But I think Urban and co-writer Darrell Brown deserve some, too.
Brown told me that he and Urban were writing in a little studio at the Village Recorder in Santa Moncia, Calif., when Urban pulled Jennings’ guitar from the case. “It was like seeing something in a museum. You see a piece of art and you want to just reach out and touch it,” Brown said. “Keith just knows that every instrument has a song in it and he gets inspired by that. So he started playing it, and the intro started happening, and I said, ‘Do it again.’ It just came out with his fingers on the fretboard of waylon jennings fender telecaster , and we had to follow it. ‘Georgia Woods’ was like a little treasure waiting to be uncovered.”