Country Music

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Country Music

LEE ANN WOMACK DID NOT COME TO ALAN JACKSON’S FINAL SHOW TO SING THE EASY HIT. SHE CHOSE “BETWEEN THE DEVIL AND ME.” By the time Lee Ann Womack walked onto the Nissan Stadium stage, Alan Jackson’s last full-length concert had already become a night of giants. George Strait had come. Carrie Underwood had come. Luke Combs, Miranda Lambert, Eric Church, Lainey Wilson, and a stadium full of fans had gathered to honor the man who spent more than three decades keeping fiddle, steel guitar, small-town stories, and old-country heartbreak alive on the radio. Lee Ann did not choose “Chattahoochee.” She did not choose “Gone Country.” She chose “Between the Devil and Me.” It was one of Alan’s darker records — a song about a man trapped between the life he knows is right and the trouble he cannot stop reaching for. When Alan released it in 1997, it went to No. 2 on the country chart. It did not need fireworks. It did not need a big chorus built for a stadium. It needed a voice that knew how to let a hard song sit in the room. When country music was getting brighter and smoother in the late 1990s, Lee Ann came in carrying the older sound. Fiddle. Steel guitar. Women who were angry, ashamed, lonely, stubborn, and not interested in making heartbreak look pretty. Then “I Hope You Dance” made her a crossover star. But she never let that song become the whole story. In 2005, she made There’s More Where That Came From — an album full of the kind of hurt Nashville had started treating like old furniture. The record brought back cheating songs, crying steel guitar, and women who did not solve their lives before the final chorus. It won CMA Album of the Year. So when Alan Jackson was saying goodbye to the road, Lee Ann Womack did not simply sing one of his hits. She sang one of the songs that proved why he mattered. A song about temptation, damage, and the truth waiting after the music stops. Exactly the kind of country music Alan Jackson had spent his life keeping alive.

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LEE ANN WOMACK DID NOT COME TO ALAN JACKSON’S FINAL SHOW TO SING THE EASY HIT. SHE CHOSE “BETWEEN THE DEVIL AND ME.”

By the time Lee Ann Womack walked onto the Nissan Stadium stage, Alan Jackson’s last full-length concert had already become a night of giants.

George Strait had come.

Carrie Underwood had come.

Luke Combs.

Miranda Lambert.

Eric Church.

Lainey Wilson.

A stadium full of fans had gathered to honor the man who spent more than three decades keeping fiddle, steel guitar, small-town stories, and old-country heartbreak alive on the radio.

Lee Ann did not choose “Chattahoochee.”

She did not choose “Gone Country.”

She chose “Between the Devil and Me.”

It Was Not The Easy Song

“Between the Devil and Me” was one of Alan Jackson’s darker records.

A song about a man caught between the life he knows is right and the trouble he cannot stop reaching for.

When Alan released it in 1997, it went to No. 2 on the country chart.

It did not need fireworks.

It did not need a giant singalong chorus built for a stadium.

It needed a singer who knew how to let a hard line sit in the room.

Lee Ann Womack knew how to do that.

She Came From The Same Side Of Country Music

When country music was getting brighter and smoother in the late 1990s, Lee Ann came in carrying something older.

Fiddle.

Steel guitar.

Women who were angry.

Ashamed.

Lonely.

Stubborn.

Women who did not need heartbreak to be pretty before they could sing about it.

Then “I Hope You Dance” made her a crossover star.

But she never let that song become the whole story.

She Kept Choosing The Harder Songs

In 2005, Lee Ann made There’s More Where That Came From.

It was full of the kind of country hurt Nashville had started treating like old furniture.

Cheating songs.

Crying steel guitar.

Women who did not solve their lives before the final chorus.

It won CMA Album of the Year because it did not try to make traditional country sound fashionable.

It made it sound necessary.

That is why “Between the Devil and Me” made sense for Alan Jackson’s final show.

She Was Singing More Than A Deep Cut

Lee Ann was not simply picking an unusual Alan Jackson song.

She was choosing one of the records that explained why he mattered.

Not just because he gave people summer songs and fishing songs and family songs.

But because he still believed country music could look directly at temptation, regret, damage, and the mess a person makes of his own life.

That was always part of Alan Jackson’s gift.

He could make a whole stadium smile.

Then turn around and make one quiet line feel like a confession.

What That Moment Really Left Behind

The deepest part of this story is not only that Lee Ann Womack sang at Alan Jackson’s farewell.

It is what she chose to sing.

A stadium full of country stars.

A man nearing the end of the road.

One dark song from 1997.

A singer who had spent her own career protecting the same old-country ache.

And a tribute that did not reach for the easiest memory.

Lee Ann Womack sang “Between the Devil and Me” because Alan Jackson was never only the man who made country music feel good.

He was also the man who kept it honest when the song had nowhere easy to go.

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HE WAS ON THE ROAD, TALKING TO HIS WIFE, WHEN HE SAID THE WORDS THAT WOULD TURN INTO A SONG ABOUT A MAN DYING UNDER A BRIDGE. The road had become part of the job. Airports, buses, hotel rooms, soundchecks, another city before the last one had settled in his mind. He tried to reassure her the way people on the road often do. “This is temporary,” he told her. “I’m almost home.” The phrase stayed with him. Later, Morgan and songwriter Kerry Kurt Phillips built a different story around it. Not a road song. Not a love song. A song about a homeless man lying under a bridge, cold and tired, dreaming of a woman named Jenny and a place he can finally reach. “Almost Home” did not sound like a normal radio calculation. The man in the song was not drinking in a bar, driving a truck, or trying to get a girl back. He was dying. The final turn was quiet: the police officer finds him in the morning, but the man has already gone where he believed home really was. Morgan recorded it for his 2003 album I Love It. The song became his breakthrough. It reached the country Top 10, won BMI Song of the Year recognition, and introduced a different side of Craig Morgan to listeners. They knew the soldier. They knew the working-class singer. Now they heard him telling a story about someone most people passed without seeing. Years later, Jelly Roll told Morgan that “Almost Home” had helped him through jail. That may be the strangest part of the song’s life. It began with a husband on the road trying to reassure his wife. It became a dying man’s last dream. Then it reached people in places Craig Morgan could not have imagined when he first said the words into a phone.

Country Music

NINE YEARS AFTER COUNTRY RADIO LAST TOOK RANDY TRAVIS TO NO. 1, HE CAME BACK WITH A SONG ABOUT THREE CROSSES BESIDE A HIGHWAY. By the early 2000s, Randy Travis was no longer the new man changing Nashville. The years of “On the Other Hand,” “Forever and Ever, Amen,” and “Deeper Than the Holler” were behind him. Country radio had moved toward younger voices, bigger production, and songs built for a different kind of audience. Randy was still recording, still touring, still carrying the deep baritone that had helped bring traditional country back in the 1980s. But his last No. 1 had come in 1994. Then he began making gospel records. It was not a sharp break from the Randy Travis people already knew. Faith had always been close to the way he sang. The voice was still slow, low, and steady. But the songs came from a different room now — less about barstools and broken promises, more about judgment, mercy, and the things people carry after the road has gone dark. In 2002, he recorded “Three Wooden Crosses.” The song followed four strangers on a midnight bus bound for Mexico: a farmer, a teacher, a preacher, and a woman nobody in the story expected to matter most. Then an eighteen-wheeler came through the darkness. Three people died. Three crosses were left beside the highway. But the song did not end at the wreck. The preacher handed his bloodstained Bible to the woman who survived. Years later, her son stood in a church holding that same Bible, telling the story of the night that changed his mother’s life. Randy did not sing it like a sermon. He sang it like a country story people had to sit still and hear all the way through. The record kept climbing. In May 2003, “Three Wooden Crosses” reached No. 1 — Randy Travis’s first chart-topper in eight years and the last No. 1 of his career. It later won CMA Single of the Year, while the album Rise and Shine earned Grammy recognition. For a singer country radio had started treating like part of another era, the comeback did not come with a flashy new sound. It came with a bus, a dark highway, and three crosses standing where four people had been.

Country Music

FOR YEARS, NEAL MCCOY WALKED ONSTAGE BEFORE CHARLEY PRIDE. THEN ONE DAY, COUNTRY RADIO FINALLY STOPPED TREATING HIM LIKE THE OPENING ACT. He had grown up in East Texas listening to country, R&B, gospel, and whatever else came through the radio. He worked a shoe store job. He sang in clubs. He entered a talent contest in Dallas in 1981, and Janie Fricke heard enough to help him get in front of Charley Pride’s people. For years, Neal toured as Charley Pride’s opening act. Night after night, he walked out before the crowd had fully settled in. He sang while people were still finding their seats, still buying beer, still waiting for the name on the ticket to come onstage. Charley Pride was the star. Neal was the young singer trying to make sure people remembered him after the headliner had finished. He got a small record deal in the late 1980s. He released singles. They barely moved. The label closed. Then Atlantic signed him and changed the spelling of his name from McGoy to McCoy because people had already started calling him that anyway. The first albums did not break through either. “One More Time.” “Where Forever Begins.” “Now I Pray for Rain.” The songs charted, but not enough to change his life. For a singer who had spent years opening for a legend, it must have felt like country music was still asking him to stand at the edge of the stage and wait his turn. Then came “No Doubt About It.” Released at the end of 1993, the song climbed slowly into 1994. It became Neal McCoy’s first No. 1 country record. Then “Wink” followed it to No. 1. The album went platinum. The singer who had spent years warming up crowds for Charley Pride suddenly had crowds waiting for him. And he never forgot where he had learned how to hold a room. In 1994, Neal recorded Charley Pride’s “You’re My Jamaica” and brought Pride in to sing on it with him. The opening act had become a star, but he still took time to stand beside the man who had let him ride the road long before radio gave him a reason to headline.

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Country Music

HE WAS ON THE ROAD, TALKING TO HIS WIFE, WHEN HE SAID THE WORDS THAT WOULD TURN INTO A SONG ABOUT A MAN DYING UNDER A BRIDGE. The road had become part of the job. Airports, buses, hotel rooms, soundchecks, another city before the last one had settled in his mind. He tried to reassure her the way people on the road often do. “This is temporary,” he told her. “I’m almost home.” The phrase stayed with him. Later, Morgan and songwriter Kerry Kurt Phillips built a different story around it. Not a road song. Not a love song. A song about a homeless man lying under a bridge, cold and tired, dreaming of a woman named Jenny and a place he can finally reach. “Almost Home” did not sound like a normal radio calculation. The man in the song was not drinking in a bar, driving a truck, or trying to get a girl back. He was dying. The final turn was quiet: the police officer finds him in the morning, but the man has already gone where he believed home really was. Morgan recorded it for his 2003 album I Love It. The song became his breakthrough. It reached the country Top 10, won BMI Song of the Year recognition, and introduced a different side of Craig Morgan to listeners. They knew the soldier. They knew the working-class singer. Now they heard him telling a story about someone most people passed without seeing. Years later, Jelly Roll told Morgan that “Almost Home” had helped him through jail. That may be the strangest part of the song’s life. It began with a husband on the road trying to reassure his wife. It became a dying man’s last dream. Then it reached people in places Craig Morgan could not have imagined when he first said the words into a phone.

Country Music

NINE YEARS AFTER COUNTRY RADIO LAST TOOK RANDY TRAVIS TO NO. 1, HE CAME BACK WITH A SONG ABOUT THREE CROSSES BESIDE A HIGHWAY. By the early 2000s, Randy Travis was no longer the new man changing Nashville. The years of “On the Other Hand,” “Forever and Ever, Amen,” and “Deeper Than the Holler” were behind him. Country radio had moved toward younger voices, bigger production, and songs built for a different kind of audience. Randy was still recording, still touring, still carrying the deep baritone that had helped bring traditional country back in the 1980s. But his last No. 1 had come in 1994. Then he began making gospel records. It was not a sharp break from the Randy Travis people already knew. Faith had always been close to the way he sang. The voice was still slow, low, and steady. But the songs came from a different room now — less about barstools and broken promises, more about judgment, mercy, and the things people carry after the road has gone dark. In 2002, he recorded “Three Wooden Crosses.” The song followed four strangers on a midnight bus bound for Mexico: a farmer, a teacher, a preacher, and a woman nobody in the story expected to matter most. Then an eighteen-wheeler came through the darkness. Three people died. Three crosses were left beside the highway. But the song did not end at the wreck. The preacher handed his bloodstained Bible to the woman who survived. Years later, her son stood in a church holding that same Bible, telling the story of the night that changed his mother’s life. Randy did not sing it like a sermon. He sang it like a country story people had to sit still and hear all the way through. The record kept climbing. In May 2003, “Three Wooden Crosses” reached No. 1 — Randy Travis’s first chart-topper in eight years and the last No. 1 of his career. It later won CMA Single of the Year, while the album Rise and Shine earned Grammy recognition. For a singer country radio had started treating like part of another era, the comeback did not come with a flashy new sound. It came with a bus, a dark highway, and three crosses standing where four people had been.

Country Music

FOR YEARS, NEAL MCCOY WALKED ONSTAGE BEFORE CHARLEY PRIDE. THEN ONE DAY, COUNTRY RADIO FINALLY STOPPED TREATING HIM LIKE THE OPENING ACT. He had grown up in East Texas listening to country, R&B, gospel, and whatever else came through the radio. He worked a shoe store job. He sang in clubs. He entered a talent contest in Dallas in 1981, and Janie Fricke heard enough to help him get in front of Charley Pride’s people. For years, Neal toured as Charley Pride’s opening act. Night after night, he walked out before the crowd had fully settled in. He sang while people were still finding their seats, still buying beer, still waiting for the name on the ticket to come onstage. Charley Pride was the star. Neal was the young singer trying to make sure people remembered him after the headliner had finished. He got a small record deal in the late 1980s. He released singles. They barely moved. The label closed. Then Atlantic signed him and changed the spelling of his name from McGoy to McCoy because people had already started calling him that anyway. The first albums did not break through either. “One More Time.” “Where Forever Begins.” “Now I Pray for Rain.” The songs charted, but not enough to change his life. For a singer who had spent years opening for a legend, it must have felt like country music was still asking him to stand at the edge of the stage and wait his turn. Then came “No Doubt About It.” Released at the end of 1993, the song climbed slowly into 1994. It became Neal McCoy’s first No. 1 country record. Then “Wink” followed it to No. 1. The album went platinum. The singer who had spent years warming up crowds for Charley Pride suddenly had crowds waiting for him. And he never forgot where he had learned how to hold a room. In 1994, Neal recorded Charley Pride’s “You’re My Jamaica” and brought Pride in to sing on it with him. The opening act had become a star, but he still took time to stand beside the man who had let him ride the road long before radio gave him a reason to headline.

Country Music

FOUR YEARS AFTER JOE DIFFIE DIED, TOBY KEITH WALKED INTO A STUDIO TO SING ONE OF HIS SADDEST SONGS. IT BECAME THE LAST RECORDING TO CARRY TOBY’S VOICE. In 1992, Joe Diffie recorded “Ships That Don’t Come In” for an album called Regular Joe. It was not built like one of the songs that would later make him the man of “Pickup Man” and “John Deere Green.” There was no joke. No neon barroom punch line. Just two men sitting together, talking about roads they had not taken, loves that had gone wrong, and the people who never got the chances they were still complaining about. The song reached the country Top 5. For Joe, it became one of the quieter records in a career often remembered for humor, trucks, jukeboxes, and the wild energy of 1990s country radio. But “Ships That Don’t Come In” carried another side of him. The Oklahoma singer who had lost a job, sold his studio, left two children behind, and gone to Nashville with almost nothing knew what it meant to measure a life by the chances that never arrived. Joe Diffie died in March 2020 at sixty-one. Four years later, HARDY built Hixtape: Vol. 3: Difftape, a tribute album made from Joe’s songs. Artists who had grown up with his records came in to sing them again. Reba McEntire. Darius Rucker. Lainey Wilson. Morgan Wallen. The songs came back with new voices, but the old man from Oklahoma was still inside them. Then Toby Keith chose “Ships That Don’t Come In.” He went into the studio with Luke Combs while fighting stomach cancer. Toby had spent years singing about soldiers, working people, hometown pride, and men trying to stand tall when the world did not make it easy. This was a song he understood. Two men talking about bad luck, then raising a glass for the ones who never got another chance. The recording was finished before Toby died in February 2024. It became his last studio session. Joe Diffie had been gone four years by then. Toby Keith would be gone before the tribute record reached listeners. Luke Combs was left singing beside two country voices that had both already crossed the line the song had been talking about all along. Two men from Oklahoma and country music’s long road. Still talking about the ships that never came in.