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“Scroll down to the end of the article to listen to music.”
Introduction

Some songs don’t just play — they move.
That’s what “Time for Me to Ride” feels like: the sound of an open road calling your name, and a man finally answering.

You can almost see it — Toby behind the wheel, window rolled down, a half-smile on his face as the Oklahoma wind rushes through.
It’s not about running away from something. It’s about heading toward whatever comes next. That’s a big difference, and Toby knew it.

This song carries that blend of grit and grace that always followed him.
Every verse feels like a mile marker — proud, honest, and free.
It’s country at its core: a man, a truck, a road, and the kind of peace you only find when you stop fighting where you’ve been and start trusting where you’re going.

What makes “Time for Me to Ride” so special isn’t just the rhythm or the twang — it’s the spirit behind it.
That quiet conviction that says, “I’ve done my part here… now it’s time to move on.”
It’s the soundtrack for anyone who’s ever looked in the rearview mirror, smiled, and whispered, “I’m gonna be alright.”

Toby didn’t just write about the road — he lived it.
And maybe that’s why this song still hits so hard.
Because when he said it was time to ride, we all knew what he meant:
Freedom. Faith. And one more long stretch of highway to call his own

Video

Lyrics

Ain’t got no tricks up my sleeve
Ain’t got no reason to believe
I’ve been looking for a sign
Love shouldn’t be so hard to find
I’ve been sleeping on your couch
Just been layin’ here alone.
I’ve been doing without
Oh, you’ve been doing me wrong
Nothing left here to decide
I think it’s time for me to ride…
Put my bike out on the highway
Feel that wind all in my face
Breathe some air that tastes like freedom
Yeah, let that be my saving grace
Somebody loved, somebody lied
I believe it’s time for me to ride
Should’ve known right from the start
I couldn’t tame your faithless heart
I could see the writing on the wall
I’ve never been the kind to crawl
Girl you’re never satisfied
I believe it’s time for me to ride
Put my bike out on the highway
Feel that wind all in my face
Breathe some air that tastes like freedom
Yeah, let that be my saving grace
Somebody loved, somebody lied
I believe it’s time for me to ride
Put my bike out on the highway
Feel that wind all in my face
Breathe some air that tastes like freedom
Yeah, let that be my saving grace
Somebody loved, somebody lied
I believe it’s time for me to ride
Somebody loved, somebody lied
I believe it’s time for me to ride

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AT THE END OF 1997, JO DEE MESSINA HAD NO SONG ON THE RADIO, ALMOST NO INCOME AND A PILE OF BILLS. PEOPLE AROUND HER WERE SAYING IT WAS TIME TO QUIT. MONTHS LATER, SHE STARTED A RUN OF THREE STRAIGHT No. 1s. Jo Dee Messina’s career had started well enough that few expected her to be fighting for survival so quickly. After moving from Massachusetts to Nashville, she spent years chasing a deal before landing at Curb Records. Tim McGraw and Byron Gallimore co-produced her 1996 debut. The first two singles worked. “Heads Carolina, Tails California” reached No. 2, while “You’re Not in Kansas Anymore” made the Top 10. Messina played more than 200 shows that year, and the album eventually went gold. Then the momentum vanished. The next two singles missed the Top 40. Messina went roughly a year without a song on country radio, touring slowed, and management and financial problems piled up. She later recalled having almost no income and “tons of bills,” with her car and home at risk. People told her it might be time to quit. She refused. Messina returned to the studio with Gallimore and McGraw for her second album. The first single, “Bye Bye,” went to No. 1. Then Phil Vassar’s “I’m Alright” did the same. Then “Stand Beside Me” reached No. 1 and stayed there for three weeks. The run made Messina the first female country artist to score three consecutive multi-week No. 1 singles from the same album. I’m Alright eventually sold more than two million copies in the United States. The album kept producing hits. Her version of Dottie West’s “Lesson in Leavin’” reached No. 2, while “Because You Love Me” made the Top 10. The comeback carried into her next album, Burn, which debuted at No. 1 on Billboard’s country albums chart. Its lead single, “That’s the Way,” spent four weeks at No. 1 and crossed into the pop Top 40. What I’m Alright changed was not simply Messina’s chart position. It established the run that would define her peak years and proved that the promising debut had not been the ceiling of her career. The second album became the record that turned Jo Dee Messina from a new artist with an uncertain future into one of country music’s most reliable hitmakers of the late 1990s.

REBA McENTIRE SAID THERE WOULD “NEVER EVER BE ANOTHER” DOLLY PARTON—THEN CLOSED HER FAREWELL WITH THE FIVE WORDS DOLLY HAD ALREADY MADE IMMORTAL: “I WILL ALWAYS LOVE YOU.” Reba McEntire and Dolly Parton belonged to different generations of country music, but their careers overlapped long enough for admiration to become friendship. Dolly had already become a major star before Reba’s rise in the late 1970s and early 1980s. Over the years, the two women shared stages, television appearances and mutual respect, while Dolly remained one of the figures Reba openly credited as an example of how far a country woman could take her career. After Dolly’s death at 80, Reba responded personally. She thanked her for “all the wonderful things” she had done on earth and for the love, music and generosity she had given with what Reba called her “huge huge heart.” Then she wrote something simpler. “There will never ever be another you.” It was less a statement about chart records than about scale. Dolly had spent more than six decades writing songs, making films, building businesses, supporting children’s literacy and carrying country music far outside the boundaries it had when she first entered Nashville. Reba also promised that the memories and every note Dolly had played and sung would be cherished. Her final words were deliberate. “I will always love you.” For anyone else, the sentence might have been only a farewell. For Dolly Parton, it carried the title of the song she wrote in 1974 to leave Porter Wagoner with gratitude instead of anger—a song that later became one of the most famous farewells in popular music. Reba did not need to explain that history. By the time she wrote those five words, Dolly had already given them a meaning country music understood.

MARK CHESNUTT FINISHED THE SHOW EVEN THOUGH SOMETHING WAS WRONG. HE COULD BARELY MAKE IT BACK TO THE BUS. HIS WIFE CALLED AN AMBULANCE TO INTERCEPT THEM ON THE ROAD — AND BY THE END OF THE NIGHT, HE WAS IN EMERGENCY QUADRUPLE BYPASS SURGERY.. By 2024, Mark Chesnutt had already spent several difficult years trying to regain control of his health and career. Back surgery in 2021 had limited him physically, while drinking had become increasingly destructive. In November 2023, severe internal bleeding and organ problems put him in a Knoxville hospital. Doctors warned that continuing to drink could kill him. Chesnutt took his last drink on November 1. Getting sober created another challenge. He had spent decades performing with alcohol in his system and wasn’t sure he could even walk onstage sober. But when rehearsals began in early 2024, he discovered he still knew every word—and felt his voice was stronger than expected. Then came another warning. In June, Chesnutt developed pain in his arm. It did not feel like the heart symptoms he expected, so he kept working. Before a Saturday show near Houston, his wife Tracie urged him to cancel. He refused. Chesnutt barely finished the performance and struggled to reach the tour bus afterward. As the bus headed home, Tracie called an ambulance. Emergency crews intercepted them on the road. Doctors found something far more serious than arm pain. On June 16, Chesnutt underwent emergency quadruple bypass surgery. He later said he had not yet suffered a heart attack, but was dangerously close. The shows stopped immediately. For the singer behind “Brother Jukebox,” “Too Cold at Home,” “Almost Goodbye” and “I Don’t Want to Miss a Thing,” the priority was no longer another tour date. It was recovery. A little more than a week later, Chesnutt posted from home, joking that his doctor had given him a “new heart.” He was already talking about singing again. He did not stay away long. In September 2024, less than three months after surgery, Chesnutt returned to the stage in Kentucky. By 2025, he was preparing a Redemption Tour, openly discussing both sobriety and the health crises that had nearly ended everything. Chesnutt later said he felt better than he had in his thirties. The man who once wondered whether he could perform sober was heading back on the road healthier, clear-headed and eager to sing again. After decades of honky-tonk songs about second chances, Mark Chesnutt had finally reached one of his own.

You Missed

AT THE END OF 1997, JO DEE MESSINA HAD NO SONG ON THE RADIO, ALMOST NO INCOME AND A PILE OF BILLS. PEOPLE AROUND HER WERE SAYING IT WAS TIME TO QUIT. MONTHS LATER, SHE STARTED A RUN OF THREE STRAIGHT No. 1s. Jo Dee Messina’s career had started well enough that few expected her to be fighting for survival so quickly. After moving from Massachusetts to Nashville, she spent years chasing a deal before landing at Curb Records. Tim McGraw and Byron Gallimore co-produced her 1996 debut. The first two singles worked. “Heads Carolina, Tails California” reached No. 2, while “You’re Not in Kansas Anymore” made the Top 10. Messina played more than 200 shows that year, and the album eventually went gold. Then the momentum vanished. The next two singles missed the Top 40. Messina went roughly a year without a song on country radio, touring slowed, and management and financial problems piled up. She later recalled having almost no income and “tons of bills,” with her car and home at risk. People told her it might be time to quit. She refused. Messina returned to the studio with Gallimore and McGraw for her second album. The first single, “Bye Bye,” went to No. 1. Then Phil Vassar’s “I’m Alright” did the same. Then “Stand Beside Me” reached No. 1 and stayed there for three weeks. The run made Messina the first female country artist to score three consecutive multi-week No. 1 singles from the same album. I’m Alright eventually sold more than two million copies in the United States. The album kept producing hits. Her version of Dottie West’s “Lesson in Leavin’” reached No. 2, while “Because You Love Me” made the Top 10. The comeback carried into her next album, Burn, which debuted at No. 1 on Billboard’s country albums chart. Its lead single, “That’s the Way,” spent four weeks at No. 1 and crossed into the pop Top 40. What I’m Alright changed was not simply Messina’s chart position. It established the run that would define her peak years and proved that the promising debut had not been the ceiling of her career. The second album became the record that turned Jo Dee Messina from a new artist with an uncertain future into one of country music’s most reliable hitmakers of the late 1990s.

REBA McENTIRE SAID THERE WOULD “NEVER EVER BE ANOTHER” DOLLY PARTON—THEN CLOSED HER FAREWELL WITH THE FIVE WORDS DOLLY HAD ALREADY MADE IMMORTAL: “I WILL ALWAYS LOVE YOU.” Reba McEntire and Dolly Parton belonged to different generations of country music, but their careers overlapped long enough for admiration to become friendship. Dolly had already become a major star before Reba’s rise in the late 1970s and early 1980s. Over the years, the two women shared stages, television appearances and mutual respect, while Dolly remained one of the figures Reba openly credited as an example of how far a country woman could take her career. After Dolly’s death at 80, Reba responded personally. She thanked her for “all the wonderful things” she had done on earth and for the love, music and generosity she had given with what Reba called her “huge huge heart.” Then she wrote something simpler. “There will never ever be another you.” It was less a statement about chart records than about scale. Dolly had spent more than six decades writing songs, making films, building businesses, supporting children’s literacy and carrying country music far outside the boundaries it had when she first entered Nashville. Reba also promised that the memories and every note Dolly had played and sung would be cherished. Her final words were deliberate. “I will always love you.” For anyone else, the sentence might have been only a farewell. For Dolly Parton, it carried the title of the song she wrote in 1974 to leave Porter Wagoner with gratitude instead of anger—a song that later became one of the most famous farewells in popular music. Reba did not need to explain that history. By the time she wrote those five words, Dolly had already given them a meaning country music understood.

MARK CHESNUTT FINISHED THE SHOW EVEN THOUGH SOMETHING WAS WRONG. HE COULD BARELY MAKE IT BACK TO THE BUS. HIS WIFE CALLED AN AMBULANCE TO INTERCEPT THEM ON THE ROAD — AND BY THE END OF THE NIGHT, HE WAS IN EMERGENCY QUADRUPLE BYPASS SURGERY.. By 2024, Mark Chesnutt had already spent several difficult years trying to regain control of his health and career. Back surgery in 2021 had limited him physically, while drinking had become increasingly destructive. In November 2023, severe internal bleeding and organ problems put him in a Knoxville hospital. Doctors warned that continuing to drink could kill him. Chesnutt took his last drink on November 1. Getting sober created another challenge. He had spent decades performing with alcohol in his system and wasn’t sure he could even walk onstage sober. But when rehearsals began in early 2024, he discovered he still knew every word—and felt his voice was stronger than expected. Then came another warning. In June, Chesnutt developed pain in his arm. It did not feel like the heart symptoms he expected, so he kept working. Before a Saturday show near Houston, his wife Tracie urged him to cancel. He refused. Chesnutt barely finished the performance and struggled to reach the tour bus afterward. As the bus headed home, Tracie called an ambulance. Emergency crews intercepted them on the road. Doctors found something far more serious than arm pain. On June 16, Chesnutt underwent emergency quadruple bypass surgery. He later said he had not yet suffered a heart attack, but was dangerously close. The shows stopped immediately. For the singer behind “Brother Jukebox,” “Too Cold at Home,” “Almost Goodbye” and “I Don’t Want to Miss a Thing,” the priority was no longer another tour date. It was recovery. A little more than a week later, Chesnutt posted from home, joking that his doctor had given him a “new heart.” He was already talking about singing again. He did not stay away long. In September 2024, less than three months after surgery, Chesnutt returned to the stage in Kentucky. By 2025, he was preparing a Redemption Tour, openly discussing both sobriety and the health crises that had nearly ended everything. Chesnutt later said he felt better than he had in his thirties. The man who once wondered whether he could perform sober was heading back on the road healthier, clear-headed and eager to sing again. After decades of honky-tonk songs about second chances, Mark Chesnutt had finally reached one of his own.

TRAVIS TRITT COULDN’T AFFORD A DEMO, SO AN ELECTRICIAN FRIEND SNUCK HIM INTO A STUDIO FOR A FEW FREE MINUTES. THE OWNER HEARD HIM—AND THAT ACCIDENTAL SESSION EVENTUALLY LED TO WARNER BROS., A NO. 1 HIT, AND A PLATINUM DEBUT. He married young, worked ordinary jobs around Georgia and played music whenever he could. By his early twenties, two marriages had already ended, and his parents still doubted country music could provide a living. Tritt kept playing clubs anyway. Money was so tight he later remembered surviving on Vienna sausage sandwiches. Then, in 1982, he wanted to enter a music contest but could not afford the studio time needed for a demo. A friend found a way around it. The friend was an electrician wiring a studio owned by Danny Davenport, a Warner Bros. promotion man. Because he was working there, he slipped Tritt inside for a few free minutes. The deal was simple: record quickly and leave. Tritt cut three original songs. But Davenport heard him. Instead of throwing him out, he invited him back. One rushed session became several. Over the next few years, they built recordings while Tritt continued working honky-tonks and sharpening the mix of country, Southern rock and blues that would become his identity. Eventually Davenport took the material to Warner Bros. in California. It reached the Nashville division, leading to a development arrangement and then a recording deal. Even then, nothing was guaranteed. Tritt’s early deal called for six recordings, with three intended as singles. A full album depended on one proving itself. The first test was “Country Club.” Released in 1989, it reached the country Top 10. That was enough. The album Country Club followed in 1990. “Help Me Hold On” became Tritt’s first No. 1, “I’m Gonna Be Somebody” reached No. 2, and the album eventually went platinum. A year later, It’s All About to Change pushed him further. “Anymore” went No. 1, the album eventually reached triple platinum, and Tritt became one of the major new male stars of early-’90s country. Success did not erase what had made him different. Tritt kept the Southern-rock edge, recorded with Marty Stuart and resisted becoming another interchangeable new-country act. In 1992, the Grand Ole Opry made him a member. By then, the contest that required that cheap little demo no longer mattered. Danny Davenport had heard something more valuable in that unfinished studio: a singer whose rough edges were exactly the part Nashville eventually learned not to remove.