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DIABETES TOOK HIS LEFT FOOT TWO MONTHS BEFORE IT TOOK HIS LIFE. HE STILL TALKED ABOUT GOING BACK ON THE ROAD. December 19, 2001. A hospital in Phoenix. Doctors took Waylon Jennings’ left foot. He was 64. He had been limping for more than two years and told almost no one. When the news came out in January, he didn’t say goodbye. He said he’d be back on tour in a few months. Three months before that, Nashville finally gave him its highest honor. The Country Music Hall of Fame. October 2001. He didn’t go. He sent his son to accept it. Asked what it meant to him, he said: absolutely nothing. That was Waylon. A West Texas boy who was on the radio at twelve. A young bass player who gave up his seat on a small plane in 1959 so a sick man could fly. That plane went down with Buddy Holly on it. Waylon lived, and carried it for forty years. Nashville spent years trying to smooth him out. He fought them and won, and country music never sounded the same again. January 2000. The Ryman. He couldn’t stand at center stage anymore. So he sat down and sang. He died in his sleep on February 13, 2002. Two empty seats in one life. He gave the first away and it haunted him. He gave the second away and never looked back.

Waylon Jennings: The Outlaw Who Never Really Stopped Moving

By the end of his life, Waylon Jennings was living with a body that had taken a hard beating and a spirit that refused to slow down. In December 2001, doctors in Phoenix amputated his left foot because of complications from diabetes. He was 64 years old. Even then, he was still talking like a man who expected to get back on the road. Not long after, he told people he hoped to tour again within months.

That confidence was pure Waylon Jennings. He had spent a lifetime pushing back against limits, whether they came from the music business, from public expectations, or from his own past. Born in Littlefield, Texas, he was on the radio as a boy and playing music early enough to seem destined for something bigger than his hometown. By the late 1950s, he had already become part of a story country fans still talk about with disbelief: he gave up his seat on the ill-fated plane that carried Buddy Holly, J.P. Richardson, and Ritchie Valens. Waylon Jennings lived with that moment for the rest of his life.

He also lived with Nashville as a battleground. The city tried to shape him into something smoother, something easier to package. Waylon Jennings did not cooperate. Instead, he helped reshape country music itself, becoming a central figure in the outlaw movement and proving that a country star could sound rough-edged, honest, and deeply personal all at once. His voice carried defiance, but it also carried pain, humor, and a kind of weary grace.

In October 2001, Nashville gave Waylon Jennings one of its highest honors with his induction into the Country Music Hall of Fame. He did not attend the ceremony in person. His son accepted the honor for him. When asked what the recognition meant, Waylon Jennings answered with the bluntness that made him famous: absolutely nothing. It sounded cold, but it also sounded like a man who never trusted awards to explain a life.

A life measured in empty seats

Waylon Jennings carried two powerful absences with him. One was the empty seat he gave away on that doomed flight in 1959. The other was the empty space left by illness at the end of his life, when his body could no longer stand where his voice had stood for so many years. Yet even when he had to sit down, he kept singing. In January 2000, at the Ryman Auditorium, he performed seated at center stage, as if to remind everyone that the music mattered more than the posture.

Waylon Jennings died in his sleep on February 13, 2002, in Chandler, Arizona. He was still the same man who had resisted smoothing, softening, and surrender. He had given away one seat out of kindness and survived with guilt. He had given away the other because illness left him no choice, and he met that moment with the same stubbornness he brought to everything else.

Waylon Jennings did not leave behind a polished legend. He left behind something stronger: a voice that told the truth, even when the truth was messy. That is why he still matters.

 

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THEY REMEMBER HIM AS THE GOOFY SIDEKICK FROM SMOKEY AND THE BANDIT. BUT ONE NIGHT IN 1967, ELVIS PRESLEY STOPPED AN ENTIRE SESSION AND SENT PEOPLE OUT TO A RIVERBANK TO FIND HIM. That’s the version of Jerry Reed most people carry — the laughing man in the trucker movies, novelty songs, a comedian who happened to hold a guitar. Here’s the other version. Elvis heard “Guitar Man” on the radio in 1967, in the worst stretch of his career, and something in it woke him up. He booked the session. He had the best players in Nashville in that room. They ran it. It didn’t work. They ran it again. It still didn’t work. Elvis kept saying the same thing — that isn’t Reed’s record. Finally somebody said the obvious: those men play with picks. Reed plays with his fingers. Get Reed. Nobody knew where he was. Chet Atkins’s assistant finally reached him by phone, fishing on the Cumberland River. He walked into RCA Studio B straight off the bank — a week without shaving, still in his old clogs — retuned his guitar the way only he did it, and hit the intro. Reed said you could see Elvis’s eyes light up. A room full of professionals couldn’t play it. Who else has a song that only one man on earth could play?

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THE SONG HAD BEEN OUT FOR TWO MONTHS BEFORE ANYONE FOUGHT ABOUT IT. THEN THE VIDEO ARRIVED. “Try That in a Small Town” was released in May 2023 and drew almost no attention. The fight started in July, when the video came out. It was shot in front of the Maury County Courthouse in Columbia, Tennessee, cut together with news footage of protests and flag-burning. In 1927 a white mob lynched an eighteen-year-old Black boy, Henry Choate, at that courthouse. The building was also central to the Columbia race riot of 1946. Critics called the video a dog whistle and worse. CMT pulled it from rotation within days. Sheryl Crow objected publicly. A Tennessee state lawmaker called on colleagues to condemn it. Aldean did not go quiet. He posted a long statement rejecting the reading outright — he said he could respect people having their own interpretations, but this one went too far. He said no lyric in the song referenced race, and called the pro-lynching accusation not just meritless but dangerous. The production company said Aldean hadn’t picked the courthouse at all, that it’s a routine filming location outside Nashville, used for everything down to a Hannah Montana movie. Governors and members of Congress lined up behind him. The song went to number one. Months later, on CBS Mornings, he was asked about the site again. He said he wasn’t going to go back a hundred years researching a building, that you’d be hard-pressed to find a Southern courthouse without some racial history. He added that it’s where he renews his car tags. Both of those things are true at once. That was the whole argument.

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CHET ATKINS RECORDED HIS SONG BEFORE HE EVER SIGNED HIM. In 1964 a guitar player from Georgia mailed a song called “Scarecrow” to Chet Atkins at RCA. Atkins liked it enough to record it himself. Then he signed the man who wrote it. Jerry Reed was twenty-seven and he was not a nobody. Brenda Lee had cut one of his songs in 1960. He’d written “Misery Loves Company,” which went to number one for Porter Wagoner in 1962. He had been on two labels already without a breakthrough of his own. What he lacked wasn’t material. It was permission. Atkins gave him one instruction in the studio: be himself. Turn the down-home wit loose. Play the way he actually played. The way he actually played involved a right hand bent into a shape people started calling claw style. Elvis heard it — took “Guitar Man” and “U.S. Male” off Reed’s first RCA album in 1967, and had Reed play the sessions. Then the account started running the other way. Me & Jerry won the two of them a Grammy in 1971. In 1974, Atkins — by then the most famous guitarist in Nashville — put out an entire album of Jerry Reed compositions. Sneakin’ Around won them another Grammy in 1993. Atkins once summed himself up for an interviewer: he wasn’t the greatest talent, there were plenty of better players, he’d just gotten there first. In 2000, Reed released a record called Forever Chet. Atkins was alive to hear it. He died the following June.

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THEY REMEMBER HIM AS THE GOOFY SIDEKICK FROM SMOKEY AND THE BANDIT. BUT ONE NIGHT IN 1967, ELVIS PRESLEY STOPPED AN ENTIRE SESSION AND SENT PEOPLE OUT TO A RIVERBANK TO FIND HIM. That’s the version of Jerry Reed most people carry — the laughing man in the trucker movies, novelty songs, a comedian who happened to hold a guitar. Here’s the other version. Elvis heard “Guitar Man” on the radio in 1967, in the worst stretch of his career, and something in it woke him up. He booked the session. He had the best players in Nashville in that room. They ran it. It didn’t work. They ran it again. It still didn’t work. Elvis kept saying the same thing — that isn’t Reed’s record. Finally somebody said the obvious: those men play with picks. Reed plays with his fingers. Get Reed. Nobody knew where he was. Chet Atkins’s assistant finally reached him by phone, fishing on the Cumberland River. He walked into RCA Studio B straight off the bank — a week without shaving, still in his old clogs — retuned his guitar the way only he did it, and hit the intro. Reed said you could see Elvis’s eyes light up. A room full of professionals couldn’t play it. Who else has a song that only one man on earth could play?

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DIABETES TOOK HIS LEFT FOOT TWO MONTHS BEFORE IT TOOK HIS LIFE. HE STILL TALKED ABOUT GOING BACK ON THE ROAD. December 19, 2001. A hospital in Phoenix. Doctors took Waylon Jennings’ left foot. He was 64. He had been limping for more than two years and told almost no one. When the news came out in January, he didn’t say goodbye. He said he’d be back on tour in a few months. Three months before that, Nashville finally gave him its highest honor. The Country Music Hall of Fame. October 2001. He didn’t go. He sent his son to accept it. Asked what it meant to him, he said: absolutely nothing. That was Waylon. A West Texas boy who was on the radio at twelve. A young bass player who gave up his seat on a small plane in 1959 so a sick man could fly. That plane went down with Buddy Holly on it. Waylon lived, and carried it for forty years. Nashville spent years trying to smooth him out. He fought them and won, and country music never sounded the same again. January 2000. The Ryman. He couldn’t stand at center stage anymore. So he sat down and sang. He died in his sleep on February 13, 2002. Two empty seats in one life. He gave the first away and it haunted him. He gave the second away and never looked back.

Uncategorized

THE SONG HAD BEEN OUT FOR TWO MONTHS BEFORE ANYONE FOUGHT ABOUT IT. THEN THE VIDEO ARRIVED. “Try That in a Small Town” was released in May 2023 and drew almost no attention. The fight started in July, when the video came out. It was shot in front of the Maury County Courthouse in Columbia, Tennessee, cut together with news footage of protests and flag-burning. In 1927 a white mob lynched an eighteen-year-old Black boy, Henry Choate, at that courthouse. The building was also central to the Columbia race riot of 1946. Critics called the video a dog whistle and worse. CMT pulled it from rotation within days. Sheryl Crow objected publicly. A Tennessee state lawmaker called on colleagues to condemn it. Aldean did not go quiet. He posted a long statement rejecting the reading outright — he said he could respect people having their own interpretations, but this one went too far. He said no lyric in the song referenced race, and called the pro-lynching accusation not just meritless but dangerous. The production company said Aldean hadn’t picked the courthouse at all, that it’s a routine filming location outside Nashville, used for everything down to a Hannah Montana movie. Governors and members of Congress lined up behind him. The song went to number one. Months later, on CBS Mornings, he was asked about the site again. He said he wasn’t going to go back a hundred years researching a building, that you’d be hard-pressed to find a Southern courthouse without some racial history. He added that it’s where he renews his car tags. Both of those things are true at once. That was the whole argument.

Uncategorized

CHET ATKINS RECORDED HIS SONG BEFORE HE EVER SIGNED HIM. In 1964 a guitar player from Georgia mailed a song called “Scarecrow” to Chet Atkins at RCA. Atkins liked it enough to record it himself. Then he signed the man who wrote it. Jerry Reed was twenty-seven and he was not a nobody. Brenda Lee had cut one of his songs in 1960. He’d written “Misery Loves Company,” which went to number one for Porter Wagoner in 1962. He had been on two labels already without a breakthrough of his own. What he lacked wasn’t material. It was permission. Atkins gave him one instruction in the studio: be himself. Turn the down-home wit loose. Play the way he actually played. The way he actually played involved a right hand bent into a shape people started calling claw style. Elvis heard it — took “Guitar Man” and “U.S. Male” off Reed’s first RCA album in 1967, and had Reed play the sessions. Then the account started running the other way. Me & Jerry won the two of them a Grammy in 1971. In 1974, Atkins — by then the most famous guitarist in Nashville — put out an entire album of Jerry Reed compositions. Sneakin’ Around won them another Grammy in 1993. Atkins once summed himself up for an interviewer: he wasn’t the greatest talent, there were plenty of better players, he’d just gotten there first. In 2000, Reed released a record called Forever Chet. Atkins was alive to hear it. He died the following June.