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  1. Waylon Arnold Jennings (June 15, 1937 – February 13, 2002) was an American singer, songwriter, musician, and actor. He is considered one of the pioneers of the outlaw movement in country music . Jennings started playing guitar at age eight and performed at fourteen on KVOW radio, after which he formed his first band, the Texas Longhorns.

  2. Apr 16, 2020 · Learn about the life and career of Waylon Jennings, a country music legend who survived a plane crash, formed The Highwaymen, and died of diabetes complications. Read about his struggles with addiction, his friendship with Buddy Holly, and his legacy in the genre.

  3. Nov 7, 2023 · Learn about the life and career of Waylon Jennings, a musical rebel who helped popularize the grittier and more rock-influenced genre of outlaw country music. Find out how he befriended Willie Nelson, Johnny Cash and Kris Kristofferson, and formed the Highwaymen with them. Discover his struggles with drugs, diabetes and death.

    • Waylon Jennings – I’m A Ramblin’ Man. If you look up the term “Outlaw Music” in the dictionary, you might just find a mention of this hit for Jennings.
    • Waylon Jennings – “I’ve Always Been Crazy” Waylon Jennings knew that he was a little different, and marched to the beat of his own drummer. In the fall of 1978, the singer topped the charts with a song that paid tribute to that difference, and talked about who he was as a person — flaws and all.
    • Waylon Jennings – “Are You Sure Hank Done It This Way” Admittedly, Jennings loved recording material every now and then to check Nashville’s sense of humor, and this 1975 release — about the changes that had taken place in the industry over the years since Hank and Lefty — took a sly poke at Music City.
    • Waylon Jennings – “This Time” Record companies aren’t particularly known for their patience these days. In 1974, things were drastically different. Nine years had passed since the singer signed with RCA, and he had never hit the top of the charts.
  4. Dec 15, 2020 · The country star was supposed to be on the plane that crashed and took the lives of Buddy Holly, Ritchie Valens and the Big Bopper on February 3, 1959. He was a young guitarist who mentored by Buddy Holly and played on his first recordings. He overcame his grief and guilt and became a legend of outlaw country music.

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  6. Feb 13, 2002 · Feb. 13, 2002. NASHVILLE, Tenn. -- Waylon Jennings, who defined the outlaw movement in country music, died Wednesday after a long battle with diabetes-related health problems. He was 64....

  7. Feb 14, 2002 · A tribute to the country legend who launched the Seventies outlaw movement and died of diabetes in 2002. Learn about his life, career, influences, and legacy from his biography, songs, and interviews.

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