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HIS LEGS COULD NO LONGER CARRY HIM ACROSS THE STAGE — BUT WAYLON JENNINGS STILL REFUSED TO SOUND DEFEATED. “I can still kick ass. You’ve just got to bring ’em up here.” Waylon said it from a stool at Nashville’s Ryman Auditorium on January 6, 2000. His back hurt. His legs were failing him. He could no longer command the stage by pacing beneath the lights, so he turned the chair into part of the show and made the audience laugh before they could pity him. For two nights, Waylon performed with the Waymore Blues Band — the handpicked group he called the band he had always wanted. He opened with “Never Say Die.” Then came “Good Hearted Woman,” “Amanda,” “I’m a Ramblin’ Man,” and the songs that had once made Nashville sound a little more dangerous. John Anderson joined him. Travis Tritt came out. Montgomery Gentry stood beside him. Jessi Colter sang four songs, including “Storms Never Last” and “Suspicious Minds.” Waylon remained seated, but nothing about the performance felt small. The black hat was still low. The voice was still deep. The humor was still sharp enough to protect the man beneath it. It became his final full concert. Two years later, on February 13, 2002, Waylon died at 64. He had spent his career refusing to perform on anyone else’s terms. That night, even the chair had to become part of Waylon’s terms.

When Waylon Jennings Refused to Let the Chair Win By the time Waylon Jennings walked onto the stage at Nashville’s…

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THE LAST THING WAYLON JENNINGS SAID TO BUDDY HOLLY WAS A JOKE. HE SPENT THE NEXT 43 YEARS LIVING WITH IT. He was born Wayland Jennings in Littlefield, Texas, in 1937. His mother later changed the spelling after someone asked whether the boy had been named after Wayland Baptist College. By fourteen, he was already working in radio. At sixteen, he left school. By 1958, Buddy Holly had hired the young West Texan to play bass. Then came the Winter Dance Party Tour. On February 2, 1959, the musicians arrived in Clear Lake, Iowa, exhausted from traveling through the freezing Midwest in an unreliable tour bus. Buddy chartered a small plane to fly ahead after the show. Waylon had a seat. But J.P. Richardson, known as the Big Bopper, was sick with the flu and asked if he could take it. Waylon agreed. Before they separated, Buddy joked, “I hope your old bus freezes up.” Waylon answered, “Well, I hope your old plane crashes.” Hours later, the plane went down less than six miles from the runway. Buddy Holly, Ritchie Valens, the Big Bopper and pilot Roger Peterson were killed. Waylon was twenty-one. He knew it had only been a joke. But knowing that did not stop the words from following him. What came next was forty-three years of triumph and damage. Addiction that, at its worst, reportedly cost him $1,500 a day. A 1977 arrest. Heart bypass surgery in 1988. A marriage to Jessi Colter that nearly broke but survived. There were also ninety-six charting singles, sixteen No. 1 hits, the outlaw movement, the Highwaymen and a black hat that became one of country music’s most recognizable silhouettes. In October 2001, Waylon was inducted into the Country Music Hall of Fame. Diabetes had left him in too much pain to attend. Two months later, surgeons amputated his left foot. On February 13, 2002, Waylon Jennings died in his sleep at his home in Chandler, Arizona. He was sixty-four. Forty-three Februaries after giving away his seat on a small plane in Iowa, Waylon Jennings finally left the ground.