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šļø In this explosive episode, country comedy legend Cledus T. Judd opens up like never before. From getting hit with cease and desist letters from Michael Jackson and Don Henley, to battling frostbite during his early days, his friendship with Toby Keith, and having his heart broken by the Grand Ole Opry ā this is the raw, unfiltered story behind country musicās most beloved parody artist.We dive deep into the highs and lows of his caree, and what it really takes to survive in the music industry when you're pushing boundaries. Whether youāre a longtime fan or just discovering Cledus, you wonāt believe the stories he shares.#CledusTJudd #MichaelJackson #CountryMusicPodcast #DonHenley #GrandOleOpry #CountryComedy #DriftingCowboyPodcast #MusicIndustry #BehindTheScenes
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Ray Wylie Hubbard sits down for a raw, unfiltered conversation about the legendary outlaw country era ā sharing personal stories about Willie Nelson, Waylon Jennings, Townes Van Zandt, Guy Clark, Blaze Foley, and Jerry Jeff Walker.From the chaos of the road to the poetry of songwriting, Ray reveals what really went down during country musicās most untamed era.š Donāt forget to like, comment, and subscribe for more untold country stories from the people who lived them.
šļø The Drifting Cowboy Podcast
š New episodes every week
š Filmed in Nashville, TN
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In this episode of the Drifting Cowboy Podcast, rising country artist Chandler Walters joins the show to talk about the wild ride heās onāopening for Post Malone this summer and signing with Ernestās new label, DeVille Records. But beyond the headlines, Chandler is doing something rare in todayās country music scene: heās bringing back Western swing in a big way, blending tradition with fresh energy and style.We dive into how he got here, what itās like working with major names in the industry, and why his love for that classic Texas sound is striking a chord with a new generation. If youāre craving steel guitars, dancehall rhythm, and real storytelling with a modern twistāthis episode delivers.Chandler Walters, Chandler Walters interview, Chandler Walters podcast, Chandler Walters Post Malone, Chandler Walters DeVille Records, Ernest DeVille Records, Western swing revival, modern Western swing, new country artists 2025, Post Malone country tour, Ernest country singer, rising country star, country music podcast, Nashville country music, Chandler Walters Western swing, Drifting Cowboy Podcast, traditional country music, Texas swing sound, country music 2025, Chandler Walters live tour, DeVille Records artist, country swing artist, Chandler Walters steel guitar, new Western swing artist.
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šļø Country legend Travis Tritt joins Dillon Weldon on the Drifting Cowboy Podcast for a powerful and unfiltered conversation about music, fame, family, and staying true to your roots. In this exclusive full-length interview, Tritt opens up about his outlaw image, his biggest hits, working with legends, and what he thinks about the state of country music today.Whether you're a longtime Travis Tritt fan or just love real country music stories, this episode is packed with behind-the-scenes moments, laughs, and raw truth from one of the genreās most iconic voices.šŖ Watch now and hear Travis Tritt like you've never heard him before.Travis Tritt interview, Travis Tritt podcast, country music podcast, Drifting Cowboy podcast, outlaw country, 90s country stars, Travis Tritt Nashville, Travis Tritt full interview, behind the scenes country music, Dillon Weldon
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In this episode of the Drifting Cowboy Podcast, legendary songwriter Don Goodman takes us on a journey through his incredible careerāwriting songs that have saved lives, shaped country music, and stood the test of time. From penning timeless hits like Angels Among Us to co-writing Olā Red, Goodman shares powerful stories from behind the scenes in Nashville, including a wild moment involving Janis Joplin, a run-in with the law, and how a jail sentence became inspiration for one of country musicās most iconic prison songs.We cover it allāhis rise in the industry, the emotional weight behind his biggest songs, his advocacy work for veterans, and what it truly means to write songs that matter. If you love country music and the stories behind the songs, this oneās a must-listen.Don Goodman songwriter, Don Goodman interview, Don Goodman country music, Angels Among Us songwriter, Olā Red songwriter, country music history, Nashville songwriter stories, behind the music country, country songwriting legends, Janis Joplin story, country music podcast, Drifting Cowboy Podcast, outlaw country stories, Music Row history, real country music, 90s country hits, Nashville songwriting scene, Don Goodman Olā Red, Songwriters Hall of Fame, veterans and country music, stories behind country songs.
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šļø On this episode of The Drifting Cowboy podcast, Dillon Weldon sits down with actor and country artist Grayson Russellāhis close friend and one of Nashvilleās rising stars. You know Grayson from his unforgettable roles in Talladega Nights: The Ballad of Ricky Bobby, the Diary of a Wimpy Kid series, and starring alongside Tom Hanks in the World War II drama Greyhound.
In this exclusive conversation, Dillon and Grayson dive into everything from Hollywood behind-the-scenes stories to Graysonās evolving career in country music and life in Nashville. Hear what it was like working with legends like Will Ferrell and Tom Hanks, and how Grayson balances the spotlight with staying true to his southern roots.
Grayson Russell interview, Greyhound movie Tom Hanks, Talladega Nights behind the scenes, country music podcast, Nashville artists, Diary of a Wimpy Kid actor, Dillon Weldon podcast
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About This Episode
In this episode of Drifting Cowboy, Dillon Weldon sits down with powerhouse vocalist and The Voice finalist Ian Flanigan for an in-depth conversation about life, music, and staying grounded while chasing big dreams. Known for his gravel-rich voice and soulful songwriting, Ian shares how his time on The Voice changed his lifeāand how he's stayed true to his sound ever since.We talk about his journey from playing bar gigs to performing on national television, working with Blake Shelton, touring across the country, and the stories behind his latest music. Ian also opens up about fatherhood, perseverance, and what it means to create music that truly connects with people.
Whether you discovered Ian on The Voice or through his heartfelt original songs, this episode gives you a deeper look at the man behind the music.
Ian Flanigan interview, The Voice finalist, country music podcast, Ian Flanigan podcast, Blake Shelton team, soulful country artist, Drifting Cowboy podcast, country singer-songwriter, gravel voice country, behind the scenes The Voice, Dillon Weldon interview -
About This EpisodeOn this episode of Drifting Cowboy, Dillon Weldon welcomes country singer and songwriter Billie Jo Jones, whose honest lyrics and throwback sound are turning heads across the country music scene. Billie Jo shares her journey from small-town beginnings to becoming one of the freshest voices in traditional country, all while staying true to her roots.We dig into her songwriting process, her biggest musical influences, and what it's like being an independent artist carving her own path.If you love real country music with grit, twang, and heartāyouāll love this conversation.Billie Jo Jones interview, country music podcast, traditional country artist, women in country music, Drifting Cowboy podcast, independent country singer, Billie Jo Jones podcast, country music storytelling, real country music, Dillon Weldon interview, Ray Price, Loretta Lynn
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About This Episode
In this special episode of Drifting Cowboy, Dillon Weldon sits down with rising country music star Makenzie Phipps for a heartfelt and revealing conversation. Known for her traditional country sound and powerful vocals, Makenzie opens up about her journey in the music industry, the stories behind her songs, her Appalachian roots, and what it takes to make it in Nashville today.We talk about everything from her viral performances and love for classic country to the challenges facing young women in the genre. If you're a fan of authentic country music, raw storytelling, and behind-the-scenes insights from tomorrowās stars, this episode is a must-listen.
šļø Whether youāre a longtime supporter or new to Makenzieās music, youāll walk away knowing why sheās one of the most talked-about voices in country music today.
Makenzie Phipps interview, country music podcast, Appalachian country artist, women in country music, Drifting Cowboy podcast, Nashville music scene, traditional country music, rising country stars, Makenzie Phipps podcast, Dillon Weldon interview -
Step back in time with The Malpass Brothers on the Drifting Cowboy podcast! In this episode, Dillon Weldon sits down with the traditional country music duo keeping the spirit of classic country alive. From their musical roots and influences like Merle Haggard and Johnny Cash, to their hilarious stories from the road and life behind the scenes, this conversation is full of heart, humor, and honky-tonk soul.
Whether you're a fan of old-school country, bluegrass, or just love great storytelling, this episode delivers an authentic slice of Americana you won't find anywhere else. Subscribe now and don't miss this unforgettable chat with The Malpass Brothers ā the keepers of country music tradition.
šļø Drifting Cowboy ā The Voice of Country Music
#MalpassBrothers #TraditionalCountry #ClassicCountry #DriftingCowboyPodcast #CountryMusicPodcast #MerleHaggard #JohnnyCash #HonkyTonk #CountryMusicFans #PodcastInterview #DillonWeldon #KeepingCountryAlive
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In this episode, I sit down with country music legend and the King of Cheating Songs, Moe Bandy. We talk about his friendships with folks like Joe Stampley and Lefty Frizzell, his hits like Bandy the Rodeo Clown and Just Good Ol' Boys and campaigning for the Bushes. Enjoy!
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In this episode, I sit down with Trey Calloway. Trey is a new artist who is making his way in the traditional country scene. Be sure to check out his music and I hope you enjoy the conversation!
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In this episode, I had the honor of talking with country music legend Randy Travis, his wife Mary Travis, and his career producer Kyle Lehning. We talked about everything from Storms of Life to Randy's acting career, AI, James Dupre and so much more. Enjoy!
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In this episode, I sit down with music legend, Dickey Lee. Dickey has been in for longer then ... well, maybe anyone still living. He signed with the famous Sun Records all the way back in 1957 and went on to have a great career as an artist with songs like Patches and Laurie, and he is also a Hall of Fame songwriter, writing hits like She Thinks I Still Care, Let's Fall to Pieces Together, Keeper of the Stars and many more. Enjoy!
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In this episode, I sit down with legendary Oak Ridge Boy Duane Allen. Duane walks us through the colorful history of The Oak Ridge Boys, talks about touring with folks like Ernest Tubb and talks about how the band operates. Enjoy!
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In this episode, I sat down with Kelly Lang and we talked about her childhood touring with Conway Twitty, her battle with breast cancer, Ralph Emory and much more. Enjoy!
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In this episode, I sat down with Ben Tod and we talked about everything... and I do mean everything! From Dallas Frasier to fixing leaking roofs, this was a fun conversation. Enjoy!
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In this episode, I sit down with 90s Country star Mark Wills. Mark had hits like Don't Laugh At Me, 19 Something, Jacob's Ladder and many more. We talk about everything from his career to the Opry. Enjoy!
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In this episode, I sit down with Tristan Tritt. Tristan has grown up in the country music industry with his father, Travis Tritt. We talk about his music career, Nashville, authenticity and so much more. Enjoy!
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In this episode, I sit down with country music legend T. Graham Brown. We talk about everything from Keith Whitley to addiction to faith. I hope you enjoy and I appreciate y'all!
- Visa fler
