How Trey Calloway is Bringing 90s Country Back – The Nashville Journey
- Anthony Bonnette
- 3 days ago
- 4 min read
There’s a fine line between honoring tradition and blazing your own trail. Some artists tiptoe around it. Others stomp their boots down and kick up some dust. Trey Calloway? He’s somewhere between a two-step and a full-on honky-tonk throwdown.
The country music scene has always been a battleground of old-school and new-school, but every now and then, someone comes along who doesn’t just play the game—they change it. That’s what Trey Calloway is doing with his sound, a modern revival of that boot-stompin’, steel-guitar-wailing, neon-soaked 90s country music we all grew up on. And if you think that’s just nostalgia talking, stick around. There’s more to this story.
Chapters and Timestamps
(00:00) Trey Calloway on Turning Spaces Into Studios
(02:44) From Gospel to Country – Trey’s Musical Roots
(15:42) New Single – “Your Love is Safe With Me”
(30:08) Why 90s Country Is Making a Comeback
(57:14) The Story Behind “Horses in Heaven”
Listen and Watch
Listen on Spotify: Podcasters.Spotify.com/pod/show/comeandpickit
Why You Should Listen
If you love 90s country and want to hear from an artist who is bringing it back in a way that feels fresh and authentic, this episode is for you. Trey Calloway shares the highs and lows of making it in Nashville, the lessons learned from legendary country artists, and how he’s keeping real country music alive. Whether you’re an aspiring musician, a long-time fan of country music, or just someone looking for a great story, this episode delivers.
From Pentecostal Church to Honky-Tonk Stages
Trey Calloway didn’t just stumble into country music. He was raised on it—well, that and gospel. Growing up in a Pentecostal household, Trey spent his early years singing in church while his father traveled as an evangelist. If you ask him, he’ll tell you that foundation never left. You can hear it in the way he sings, in the way his lyrics cut through the noise. There’s conviction in his voice, and not just because he grew up singing hymns.
But country music started creeping into his world in ways he couldn’t ignore. His parents, recognizing his growing interest, bought him a country music greatest hits collection—Loretta Lynn, George Jones, Willie Nelson, Patsy Cline. That was it. That was the moment the floodgates opened, and soon enough, Trey was writing songs and playing wherever he could.
Keeping 90s Country Alive in a Changing Industry
It’s no secret that country music has changed. Some say for the better. Others? Not so much. But no matter where you stand on the evolution of the genre, one thing’s clear: people still crave that 90s sound.
Trey Calloway isn’t just leaning into that—he’s bringing it back in a way that doesn’t feel forced. His music doesn’t try to mimic the past. Instead, it takes the best parts of it—storytelling, authenticity, steel guitars, fiddle solos—and reintroduces them in a way that feels fresh. And people are paying attention.
His latest single, Your Love is Safe With Me, took off in ways even he didn’t expect. Within a week, it racked up nearly 200,000 streams, making it his biggest week-one release yet. That’s not just luck. That’s proof that people are hungry for this kind of music.
The Nashville Grind – Hard Truths About the Industry
Making it in country music isn’t about luck. It’s about work. Trey knows that better than most. He’s spent years honing his craft, playing anywhere that would have him, grinding through the Nashville scene, and learning the business side of things—because in this industry, talent will only get you so far.
He’ll be the first to tell you: nobody makes it alone. You need people who believe in you, who share your work ethic, who push you forward when you start questioning everything. And if you’re not willing to eat, sleep, and breathe this career? You might as well hang up the guitar now.
The Song That Changed Everything
If there’s one song that sums up Trey Calloway’s journey, it’s Horses in Heaven. What started as a deeply personal tribute turned into something bigger than he ever expected. Written with Brad Lewis, JP Williams, and Cody Kelly, the song found its way onto Spotify’s All Country Friday playlist, introducing Trey’s music to an even bigger audience.
It’s a reminder that country music—real country music—still has a place. That storytelling still matters. That sometimes, the right song finds the right ears at the right time.
What’s Next for Trey Calloway?
Trey isn’t slowing down. Not now. Not when the momentum is finally starting to match the work he’s been putting in for years. His new album is in the works, and this time, he’s taking even more creative control. If you liked Wanted Man, this next project is going to hit even harder.
And if you haven’t been keeping up? Now’s the time to start.
Follow Trey Calloway
Website: TreyCallowayMusic.com
Facebook: Facebook.com/TreyCallowayMusic
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For more deep dives into the artists keeping real country music alive, make sure to check out Come And Pick It.
Final Thoughts
Trey Calloway's journey is a testament to the enduring appeal of authentic country music. His latest single, "Your Love Is Safe With Me," not only showcases his deep personal connection to his craft but also resonates with listeners seeking genuine storytelling. As he continues to blend traditional influences with modern sensibilities, Trey's music serves as a bridge between the past and the present, ensuring that the spirit of 90s country remains alive and well. With an unwavering commitment to his artistry and a clear vision for the future, Trey Calloway is poised to leave a lasting mark on the country music landscape.
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