Stories Behind the Songs

• From RV Breakdowns To Platinum Hits: Jeff Middleton On Songwriting, AI, And The Long Road In Nashville

  Some songs take the long way home. Jeff Middleton joins us to map that winding route—Jersey kid to Nashville lifer—through a Warner deal with The Dirt Drifters, a thousand-dollar RV that literally went up in flames, and the four-year journey of Drowns The Whiskey from a bus write to a multi-week No. 1 with Jason Aldean and Miranda Lambert. It’s a story of grit, timing, and how a better demo can change fate.We dig into the changing economics of songwriting—how streaming thinned the middle class that once survived on album cuts—and what it takes to keep going when the money and momentum don’t line up. Jeff shares how co-writing became a learned craft, why he now “lets the room be the room,” and how switching from road mode to writer mode saved his best work. He also pulls back the curtain on American Knights, co-written with Austin Jenckes and Mike Walker, and the unusual path that gave the song multiple lives with Morgan Wallen and Lee Brice.Then there’s AI. Jeff doesn’t flinch from it—he uses Suno for fast, pitch-ready demos and even built Song Script AI to help writers with better prompts. But he’s clear-eyed about the line: algorithms look backward; great songs reach forward. The job is still to move people, to write from the heart, and to make music that feels undeniably human. If you’re an aspiring songwriter, you’ll get field-tested advice, sharp reality checks, and a reminder that authenticity isn’t a brand; it’s the work.If this conversation hit a nerve, follow the show, share it with a friend who writes, and leave a quick review so more people can find these stories. Your support helps us keep bringing songwriters and their hard-won lessons to the mic.

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• From “Gonna Love You” to “Devil Don’t Go There”: Abram Dean on hits, hustle, and the doors that opened

  What if the song that changes your life starts with a brief, a laugh, and a note you weren’t sure you could sing? We sit down with songwriter Abram Dean and trace the unlikely trail from church costumes and a middle-school talent win to LA’s genre-blend grind, a Warner publishing deal, and a move to Nashville that felt less like strategy and more like calling.We unpack the room where “Gonna Love You” took shape for Parmalee—a “power ballad” request that turned into a simple, soaring promise, a months-long hunt for the right bridge, and a cut day that proved how the right voice can unlock a song. Abram shares how that track later became a conduit for the band to tell a painful family story, showing how country songs carry more than romance—they hold resilience. Then we pivot to “Devil Don’t Go There,” where a stubborn idea flipped POV, landed with Laney Wilson, and raced from Friday write to Monday cut under Jay Joyce. The hook is sharp, but the lesson is sharper: trust your co-writers and write the truth the artist can live.The ride doesn’t smooth out from there. Abram talks turkey hunts that led to Dylan Marlowe’s “Record High,” an Andy Grammer session that turned into his first major cut with “Red Eye,” and the wild “My Side of Town” saga—instant holds, a Morgan Wallen cut that missed the final tracklist, and a rebirth with Josh Ross. Along the way, we get field-tested advice for new writers: show up to writer rounds, know your role in the room, let simple ideas breathe, and don’t force doors that won’t open.If you love the craft behind country hits, co-writing dynamics, and real talk about the highs and gut-punches of modern songwriting, this one’s for you. Subscribe, share with a songwriter friend, and leave a review to help more listeners find the show. What part of Abram’s journey hit you hardest?

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• From Parkville Bars to Viral Breakthroughs: Roman Alexander’s Roadmap to an Independent Country Career

  A guitar from his uncle’s country band, open mics before he could legally walk into the bar, and a stubborn ear that learned by listening—Roman Alexander’s road to Nashville wasn’t polished, it was practiced. We sit down to unpack the exact moves that turned a Missouri kid into a touring artist and a credible songwriter: washing cars at an Audi dealership to meet gatekeepers, selling merch on a midnight bus to learn tour life, and sending a bold “manager” email that led to a hard no—then a full-circle label meeting years later.The conversation dives into the writing grind at 126, where two-a-day sessions forged his sound and revealed the collaborators who fit. Roman breaks down how “Party Mode” was born on a retreat deck and found its way to Dustin Lynch, why “Between You and Me” became an 11-month mainstay on Spotify’s Hot Country and a launchpad for national touring, and how he thinks about choosing songs that are truly his. We talk Midwest Calling—the weather, the breakups, and the small-town weight that never leaves—and the stories behind “Way Over You,” “Mama Smoked Cigarettes,” and “Country Dreaming” with Old Dominion’s Brad and Trevor and writer Matt Jenkins.There’s heart and humor here: the viral video of his mom hearing “Mama Smoked Cigarettes” for the first time, the door-to-door sorority play that packed rooms on college runs, and the Maui BMI night where Willie Nelson calmed his shaking hands with a quiet nod beside Kris Kristofferson. Beyond the hype cycles and algorithms, Roman makes a case for touring as the anchor, for songs with staying power, and for learning the business with the same intent as the craft. If you’re building an independent career, this is a blueprint you can use—and a reminder to enjoy the full-circle moments when they arrive.Enjoy the episode? Follow, rate, and share it with a friend who loves great songwriting. Your reviews help us bring on more artists and stories you care about.

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• Remembering Brett James: A Musical Legacy Cut Short

  Some losses leave us searching for words where there are none. The sudden passing of Brett James Cornelius, along with his wife and her daughter, in a plane crash on September 18, 2025, has left Nashville's music community reeling in grief. This special episode stands as a raw, heartfelt tribute to a songwriter whose pen crafted some of country music's most enduring hits, and whose heart crafted friendships that defined the Nashville community.Brett James wasn't just a Grammy-winning songwriter behind Carrie Underwood's "Jesus Take the Wheel," Kenny Chesney's "When the Sun Goes Down," or Dierks Bentley's "I Hold On"—he was a presence you felt. Born in Missouri and twice attempting medical school before answering Nashville's persistent call, Brett approached songwriting with humility that elevated everyone in the room. "Some days you write something nobody will ever hear," he once said, "and then one day you write 'Jesus Take the Wheel.' That's the job, that's the beauty."This episode weaves through Brett's musical journey, from his self-titled solo album in 1995 to his 2020 EP "I Am Now," featuring the moving "True Believer." Through tears and memories, we explore the stories behind his biggest hits and the profound impact of his genuine character. The episode concludes with a poignant performance of "Fall Into His Hands," the last song shared when Brett and I performed together earlier this year—a fitting reminder that while we may never understand such profound loss, music remains our collective solace.Join me in honoring a true Nashville legend whose voice may be silenced but whose songs will forever echo in the hearts of millions. Share his music, remember his spirit, and keep his family in your prayers as we navigate this unthinkable loss together.

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• The Art of Vulnerability: Colbie Caillat's Musical Evolution

  Grammy-winning artist Colbie Caillat sits down for an intimate conversation about the winding road from MySpace sensation to seasoned songwriter. With her trademark warmth and authenticity, she reveals how music was always coursing through her veins—singing at the top of her lungs every morning as a child and eventually being guided toward songwriting by her father's wisdom that it would "be more meaningful."The conversation takes us through the unexpected explosion of "Bubbly" that catapulted her career, to touring with John Mayer in 2009, to her transformative relationship with vulnerability on stage. "I was taught to try to be extroverted and don't let anyone know that you're nervous," Colbie shares, describing how writing "Try" became the turning point that freed her from hiding her true self. "I just tell the audience everything on stage now. It feels so nice."Colbie's upcoming album "This Time Around" (releasing September 26th) reimagines her greatest hits as duets with artists including Maren Morris, Hillary Scott, Walker Hayes, and Mitchell Tenpenny—many of whom had personal connections to her songs before the collaboration. "Mitchell was so cute because when I asked him to sing on 'Realize,' he's like 'that's my favorite song, I sang it in high school,'" she recalls with genuine delight. The album also features three new original songs, including one written with Lee Brice and another featuring Maddie & Tae.Whether discussing the creative process behind her Grammy-winning duet "Lucky" with Jason Mraz, her Christmas tour with best friend Gavin DeGraw, or the first song she ever wrote ("Someday," which she plans to release someday), Colbie's reflections on her journey offer wisdom for creators at any stage: "Trust yourself and have fun with it and really embrace who you are." Connect with Colbie at colbiecaillat.com to follow her continuing musical evolution.

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