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Stories

Willie Nelson And Waylon Jennings Disagreed On ‘Almost Everything’

by Lauren Novak • Published February 23, 2022

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Willie Nelson and Waylon Jennings disagreed on almost everything
Everett Collection

Willie Nelson and Waylon Jennings are iconic country music stars and were great friends before Waylon passed away. However, they reportedly disagreed on almost everything! So, how did they actually become friends when they disagreed on so much? Willie speaks more on this in his memoir.

Willie said that he met Waylon at an all-night restaurant in Pheonix, Arizona. They were both just beginning their music careers and were considered “outlaws” in the country music world. Waylon reportedly asked Willie if he should go to Nashville to work on his career and Willie told him not to! “I thought he had a better gig than I did,” Will admitted. “Fortunately, he didn’t listen to me.”

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Willie Nelson writes in his memoir that he and Waylon Jennings disagreed on almost everything

THE HIGHWAYMEN IN CENTRAL PARK, Willie Nelson, Waylon Jennings
THE HIGHWAYMEN IN CENTRAL PARK, Willie Nelson, Waylon Jennings, 1993, photo: Jim Hagans / © TNN / Courtesy: Everett Collection

Willie said they became fast friends and stayed friends even though they “disagreed on almost everything and argued like old married people.” Eventually, Willie and Waylon joined Johnny Cash and Kris Kristofferson to form The Highwaymen. Willie said in his memoir that the tours were “the most fun [he] ever had before or since.”

RELATED: Willie Nelson Joined By Sons For Special “Move It On Over” Performance

AUSTIN CITY LIMITS, Waylon Jennings, Kris Kristofferson, Willie Nelson, Billy Joe Shaver
AUSTIN CITY LIMITS, Waylon Jennings, Kris Kristofferson, Willie Nelson, Billy Joe Shaver, 1990s. 1975 -. ph. Scott Newton / © PBS / Courtesy Everett Collection.

“Kris and Waylon would argue about politics; John and I would laugh a lot,” he wrote. “Later on they would call me just to hear a good joke.” Waylon died in 2002 and Johnny died in 2003.

STAGECOACH, front row from left: Johnny Cash, Willie Nelson, Waylon Jennings, Kris Kristofferson, back row: John Schneider
STAGECOACH, front row from left: Johnny Cash, Willie Nelson, Waylon Jennings, Kris Kristofferson, back row: John Schneider, (aired May 18, 1986). photo: Gene Trindl/TV Guide/courtesy Everett Collection

Do you remember The Highwaymen?

RELATED: 50th Anniversary: Hear Waylon Jennings And Willie Nelson’s Version Of ‘Dock Of The Bay’

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About Lauren Novak

Lauren Novak is a journalist who wrote more than 5,000 nostalgia and pop culture stories for DoYouRemember? as a Senior Staff Writer and Editor.

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