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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 country music legend who helped create the outlaw style of rock-influenced country. Find out how he met Buddy Holly, Johnny Cash and Willie Nelson, and how he struggled with drugs and diabetes.

  4. Dec 15, 2020 · Learn how the country star escaped the fatal plane crash that killed Buddy Holly, Ritchie Valens and the Big Bopper in 1959. Find out how he met Holly, gave up his seat to the Big Bopper and coped with the tragedy.

    • 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.
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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. Learn about the life and career of Waylon Jennings, a West Texas native who became a bassist for Buddy Holly, a Nashville rebel, and an Outlaw star. Explore his songs, albums, awards, and legacy in country music history.

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