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Drifting Cowboy

Dillon Weldon
Drifting Cowboy
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  • Keith Stegall, Roger Murrah and Jim McBride
    Alan Jackson’s career wouldn’t be the same without Keith Stegall, Roger Murrah, and Jim McBride—the powerhouse trio behind some of his biggest hits. From “Chattahoochee” and “Don’t Rock the Jukebox” to “Chasin’ That Neon Rainbow,” “Dallas,” and more, these men helped shape one of the greatest careers in country music.In this episode of Drifting Cowboy, I sit down with these legends to talk about:✅ The stories behind Alan’s iconic songs✅ How they met and began working with Alan✅ Keith Stegall’s role as Alan’s longtime producer✅ Memories from the early days of Alan’s career✅ The impact Alan Jackson made on country musicIf you love country music history, songwriting stories, and behind-the-scenes insight into Alan Jackson’s rise to fame—you won’t want to miss this one.alan jackson, alan jackson interview, alan jackson hits, alan jackson chattahoochee, alan jackson dont rock the jukebox, alan jackson chasing that neon rainbow, alan jackson dallas, alan jackson keith stegall, alan jackson jim mcbride, alan jackson roger murrah, alan jackson producer, alan jackson songwriter stories, alan jackson documentary, drifting cowboy podcast, country music history, country music podcast, 90s country music
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  • Larry Gatlin
    Country music legend Larry Gatlin sits down with Dillon Weldon for an unforgettable conversation about his decades-long career, songwriting with his brothers, behind-the-scenes Opry stories, and the wild ride from Texas honky-tonks to the Grand Ole Opry stage. Hear Larry like you’ve never heard him before — full of heart, humor, and country music wisdom. If you love real stories from the legends themselves, this one’s a must-listen.Larry Gatlin, Larry Gatlin interview, Gatlin Brothers, Larry Gatlin podcast, Grand Ole Opry stories, country music legends, country music history, Texas country music, classic country, country music interviews, Dillon Weldon podcast, Drifting Cowboy podcast, country songwriter stories, Opry interviews, Nashville country music
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  • Sam Williams
    Full Interview with Sam Williams | The Drifting Cowboy PodcastIn this episode of The Drifting Cowboy, Sam Williams — grandson of Hank Williams and son of Hank Jr. — sits down for an unforgettable conversation about life, legacy, and blazing his own trail in country music. Sam opens up about the pressure of carrying the Williams name, the wisdom passed down from his legendary father and grandfather, and his relationship with Merle Kilgore, co-writer of “Ring of Fire” and longtime family friend. But this isn’t just about the past.Sam is a creative force of his own, pushing boundaries and reimagining what music can be. With haunting lyrics, genre-bending style, and raw emotional honesty, Sam is proving he’s not just continuing the legacy — he’s evolving it.If you care about country music history and its future, you won’t want to miss this.Subscribe for more interviews with country legends and the voices shaping tomorrow’s sound.sam williams interview, hank williams grandson, hank williams jr son, sam williams podcast, drifting cowboy podcast, country music legacy, merle kilgore, sam williams country music, innovator in country music, sam williams music, outlaw country, new country artists, country music storytelling, sam williams 2025, country music family dynasty
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  • Murder on Music Row: Sammy Sadler's Story
    In this powerful episode, country artist Sammy Sadler opens up about his remarkable career, the infamous "Murder on Music Row", and how the tragic event changed the course of his life. From his rise in the '80s country scene to surviving one of Nashville’s darkest moments, Sammy shares raw insights, untold stories, and what’s next in his musical journey. Don’t miss this emotional and revealing conversation with one of country music’s most resilient voices.Sammy Sadler, Murder on Music Row, country music podcast, country music history, Nashville murder, country music interviews, true crime in country music, 80s country music, country music stories, Drifting Cowboy Podcast, country music legends, Sammy Sadler interview, country music Nashville, Music Row history, country music documentary.
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  • Jamey Johnson
    Jamey Johnson joins Dillon Weldon for one of his funniest and most candid interviews to date. They swap stories about Hank Cochran, Dean Dillon, Willie Nelson, and Toby Keith, and Jamey shares hilarious behind-the-scenes moments from his wild journey through country music. It’s a rare glimpse into the lighter side of one of the genre’s most respected voices.Hit that like button, subscribe, and let us know your favorite story in the comments!#JameyJohnson #CountryMusicPodcast #OutlawCountry #WillieNelson #DeanDillon #RealCountry #DillonWeldon #TobyKeith #HankCochran #CountryMusicLegends #DriftingCowboyPodcast #TraditionalCountry #ClassicCountry #JameyJohnsonInterview #CountryStorytelling
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About Drifting Cowboy

The Drifting Cowboy Podcast is where country music history and storytelling collide. Hosted by Dillon Weldon, each episode dives into the legends, lost stories, and behind-the-scenes moments that shaped country music. With guests like Travis Tritt, Ray Wylie Hubbard, and Randy Travis, you'll hear real conversations that reveal the heart, humor, and history of the genre. Whether you grew up on country or just found it, this show brings you closer to the music and the people who lived it. New episodes every week.
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