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  1. Jul 31, 2017 · Waylon Jennings – “Rainy Day Woman”. By 1975, Jennings had his sound down almost to an exact science, and this No. 2 hit represented one of his most quintessential moments. The song ...

  2. Dec 15, 2020 · Waylon Jennings' Close Call on 'The Day the Music Died' 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...

  3. Feb 14, 2002 · Jennings died February 13th at his home in Arizona after battling diabetes for the past several years. He was sixty-four. All apologies to Gram Parsons — who played great, straight country...

  4. 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....

  5. Littlefield, Texas. Beginnings With Buddy Holly. Waylon Jennings rose from hardscrabble poverty in West Texas to become Buddy Holly’s bassist. Then, he went from Nashville rebel to Outlaw star. Jennings escaped what he considered the futureless world of Littlefield, Texas, by working in radio in Lubbock, and by picking up the guitar.

  6. Waylon Arnold Jennings. Nickname. Hoss. Height. 6′ 0½″ (1.84 m) Mini Bio. Jennings, a singer, songwriter and guitarist, recorded 60 albums and had 16 No. 1 country singles in a career that spanned five decades. He was inducted into the Country Music Hall of Fame in October 2001.

  7. Oct 2, 2012 · Known for his gritty baritone, Waylon Jennings embodied the outlaw side of country music. He was 64 when he died of complications from diabetes, leaving behind a collection of vocal tracks that...

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