The Greatest Oldies Music

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“100 years of Opry… and only one man brave enough to touch this song.” He stood there quietly, fingers wrapped around the mic, and whispered, “Lord, I don’t know if I’m worthy of this song… but I’ll try.” And suddenly, the whole Opry House felt smaller, like everyone leaned in at the same time. It was November 28, 2025 — the Grand Ole Opry’s 100th year — when Vince Gill announced that He Stopped Loving Her Today had been voted the greatest Opry song ever. He closed his eyes for a moment, steadying himself, almost like he was asking permission to sing it. He didn’t change a thing. Didn’t modernize it. He just let his own heartbreak slip into every line — and that was enough.

The Grand Ole Opry Turns 100: A Century of Music, Memories, and Milestones

Few institutions in American music carry a legacy as deep or as influential as the Grand Ole Opry. What began in 1925 as a modest radio broadcast has evolved into one of the most iconic and enduring stages in country music history. For countless artists, stepping into the legendary Opry circle remains a career-defining moment — a rite of passage into a tradition nearly unmatched in cultural significance.

Often called “the show that made country music famous,” the Opry has witnessed formative events across every era of the genre. From the birth of bluegrass to the early sparks of Johnny Cash and June Carter’s legendary love story, the Opry’s stage has shaped the course of American music for generations.

Throughout 2025, the Grand Ole Opry is celebrating its centennial year with special concerts, tribute performances, and televised events honoring its unparalleled 100-year journey.

“He Stopped Loving Her Today” Named the Opry’s All-Time Greatest Song

As part of the centennial celebration, Opry Entertainment invited fans to nominate and vote on their favorite country songs for what would become the official list of Opry’s Greatest Country Songs. The top choice was revealed during a special anniversary broadcast on Friday, November 28th — exactly 100 years since the Opry’s founding.

The winner was no surprise to longtime country fans: George Jones’ timeless masterpiece “He Stopped Loving Her Today.”

Released in 1980 as the lead single from Jones’ album I Am What I Am, the song has long been hailed as one of the greatest in country music history. It earned Jones Grammy, CMA, and ACM Awards and helped revitalize his recording career with CBS Records.

Because of its emotional weight and iconic status, only a select few artists have chosen to cover it. Alan Jackson gave a tearful performance at Jones’ funeral in 2013, Garth Brooks honored it during the Opry 100 televised special earlier this year, and most recently, Vince Gill delivered his own stirring rendition for the Opry’s 100th birthday celebration.

Vince Gill Honors George Jones at the Opry’s 100th Birthday

Vince Gill, recently honored with the CMA Willie Nelson Lifetime Achievement Award, is one of the most beloved voices in country music. As a cherished Opry member of 30 years, he was the perfect choice to commemorate the Opry’s top-voted song in tribute to the late George Jones.

Gill shared that he had only sung “He Stopped Loving Her Today” live once before — just hours earlier during sound check. Yet, in true veteran fashion, he delivered the performance with grace, emotion, and unmistakable artistry.

Fans gathered at the historic birthday celebration were treated to a rare and heartfelt moment as Gill paid homage to a song that continues to define the soul of country music.

Watch Vince Gill Perform the Opry’s #1 Song

See Vince Gill’s moving performance of “He Stopped Loving Her Today” from the  Opry’s 100th birthday celebration below:

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SOME FRIENDSHIPS ARE WRITTEN IN SONGS… BUT ONLY A FEW BECOME FOREVER. There was something truly magical about the friendship between Kenny Rogers and Dolly Parton — a bond that went far beyond the stage, the spotlight, and the music. In country music history, few duos ever captured the beauty of genuine connection the way they did. Their voices blended perfectly, but it was their friendship, respect, and love for each other that made every performance unforgettable. In 2013, they gave the world one final reminder of that special bond with “You Can’t Make Old Friends.” Nearly three decades after “Islands in the Stream” became a timeless classic, Kenny and Dolly returned together to create a song that felt less like a performance and more like a heartfelt conversation between two lifelong friends. Now, that song carries an even deeper meaning. Kenny Rogers left us in 2020… and today, the world says goodbye to Dolly Parton — two extraordinary souls who brought warmth, comfort, and joy to millions through their music. They were more than country music legends. They were storytellers, dreamers, and reminders that the greatest treasures in life are the friendships we build along the way. You can create many songs. You can create many memories. But **you can’t make old friends.** Some friendships are too special to disappear. They live forever in the melodies, the memories, and the hearts of everyone who was lucky enough to witness them. Rest peacefully, Kenny. Rest peacefully, Dolly. Thank you for giving us a lifetime of music, love, and unforgettable moments. The harmony you created together will continue to play forever.

Long after Waylon Jennings passed away, his wife Jessi Colter often noted how eager people were to fixate solely on his darkest chapters—even though she preferred to remember the redemption that followed. She never sugarcoated how terrifying his intense struggles with drug addiction had been, admitting there came a breaking point where she could no longer stand by helplessly as he consumed himself. Then came the turning point. When Waylon finally summoned the strength to pull himself out of that abyss, Jessi marveled that “he never touched anything again.” He backed up his sobriety with a steadfast vow: “I’m making a mark for the good for the rest of my life.” It was a promise Jessi firmly believed he kept right up until his death on February 13, 2002, at the age of 64. While outsiders loved to replay the outlaw mythology and the roughest years of his past, Jessi’s truest memory was of the man who beat the darkness, walked out into the light, and spent his remaining decades making good on his word.

GEORGE STRAIT PAID A MOVING TRIBUTE TO HIS LIFELONG MENTOR CHARLEY PRIDE, PERFORMING A CLASSIC HIT AND REMINDING THE WORLD THAT STANDING NEXT TO A GIANT ALWAYS MAKES YOU STAND TALLER. More than eight months after the passing of country trailblazer Charley Pride on December 12, 2020, at age eighty-six, fellow icon George Strait took the stage at CMT Giants: Charley Pride to honor a friendship that had spanned over four decades. Recalling how Charley had welcomed him to Nashville when he was still an unknown newcomer, George shared a profound truth: standing next to a true giant makes anyone stand taller. Delivering a heartfelt performance of Charley’s signature hit “Is Anybody Goin’ to San Antone,” George proved that even after achieving his own legendary status, he still carried the deep reverence of the young singer who once looked up to a pioneer.

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SOME FRIENDSHIPS ARE WRITTEN IN SONGS… BUT ONLY A FEW BECOME FOREVER. There was something truly magical about the friendship between Kenny Rogers and Dolly Parton — a bond that went far beyond the stage, the spotlight, and the music. In country music history, few duos ever captured the beauty of genuine connection the way they did. Their voices blended perfectly, but it was their friendship, respect, and love for each other that made every performance unforgettable. In 2013, they gave the world one final reminder of that special bond with “You Can’t Make Old Friends.” Nearly three decades after “Islands in the Stream” became a timeless classic, Kenny and Dolly returned together to create a song that felt less like a performance and more like a heartfelt conversation between two lifelong friends. Now, that song carries an even deeper meaning. Kenny Rogers left us in 2020… and today, the world says goodbye to Dolly Parton — two extraordinary souls who brought warmth, comfort, and joy to millions through their music. They were more than country music legends. They were storytellers, dreamers, and reminders that the greatest treasures in life are the friendships we build along the way. You can create many songs. You can create many memories. But **you can’t make old friends.** Some friendships are too special to disappear. They live forever in the melodies, the memories, and the hearts of everyone who was lucky enough to witness them. Rest peacefully, Kenny. Rest peacefully, Dolly. Thank you for giving us a lifetime of music, love, and unforgettable moments. The harmony you created together will continue to play forever.

Country

Long after Waylon Jennings passed away, his wife Jessi Colter often noted how eager people were to fixate solely on his darkest chapters—even though she preferred to remember the redemption that followed. She never sugarcoated how terrifying his intense struggles with drug addiction had been, admitting there came a breaking point where she could no longer stand by helplessly as he consumed himself. Then came the turning point. When Waylon finally summoned the strength to pull himself out of that abyss, Jessi marveled that “he never touched anything again.” He backed up his sobriety with a steadfast vow: “I’m making a mark for the good for the rest of my life.” It was a promise Jessi firmly believed he kept right up until his death on February 13, 2002, at the age of 64. While outsiders loved to replay the outlaw mythology and the roughest years of his past, Jessi’s truest memory was of the man who beat the darkness, walked out into the light, and spent his remaining decades making good on his word.

Country

GEORGE STRAIT PAID A MOVING TRIBUTE TO HIS LIFELONG MENTOR CHARLEY PRIDE, PERFORMING A CLASSIC HIT AND REMINDING THE WORLD THAT STANDING NEXT TO A GIANT ALWAYS MAKES YOU STAND TALLER. More than eight months after the passing of country trailblazer Charley Pride on December 12, 2020, at age eighty-six, fellow icon George Strait took the stage at CMT Giants: Charley Pride to honor a friendship that had spanned over four decades. Recalling how Charley had welcomed him to Nashville when he was still an unknown newcomer, George shared a profound truth: standing next to a true giant makes anyone stand taller. Delivering a heartfelt performance of Charley’s signature hit “Is Anybody Goin’ to San Antone,” George proved that even after achieving his own legendary status, he still carried the deep reverence of the young singer who once looked up to a pioneer.

Country

Before he ever stepped up to center stage under his own name, Cal Smith spent years standing quietly in the shadows as a sideman, playing guitar behind country legend Ernest Tubb. Born Calvin Shofner in Oklahoma and raised in California, he paid his dues in clubs and on radio before joining the Texas Troubadours in the early 1960s, watching other stars soak up the applause while his own solo ambitions moved at a crawl. By 1972, Smith was well into his late thirties with little more than modest chart placings to show for his efforts. Everything flipped when fellow songwriter Bill Anderson handed him “The Lord Knows I’m Drinking,” a sharp track about a man taking heat from a churchgoer whose own hands weren’t exactly clean. The single struck a nerve, shooting straight to No. 1. The true lightning strike arrived soon after. In December 1973, Smith walked into Bradley’s Barn to lay down Don Wayne’s “Country Bumpkin.” Tracing an ordinary man’s journey through marriage, children, and the devastating loss of his wife, the song packed an entire lifetime into a few poignant verses and climbed to the top of the charts in 1974. The accolades poured in, sweeping Single Record and Song of the Year at the ACM Awards, alongside a CMA Song of the Year honor for the writing. Smith quickly proved he wasn’t a one-hit wonder by following up with another chart-topper, “It’s Time to Pay the Fiddler.” After more than a decade of holding down the rhythm section for everyone else, Cal Smith’s long-delayed moment in the sun finally arrived—forever stamping his voice onto one of the defining country anthems of the 1970s.