Country music icon Jeannie C. Riley sits down for a rare, wide-open conversation about her life, her career, and the stories behind ?Harper Valley PTA.? She shares unforgettable moments with Tom T. Hall, Charlie Daniels, and other Nashville legends, while reflecting on the highs, the heartbreak, and what she really lived through in the industry.This is Jeannie C. Riley like you?ve never seen her ? honest, sharp, funny, and full of wisdom from a lifetime in country music. If you love classic country, storytelling, or behind-the-scenes history, this two-hour interview is a treasure.jeannie c riley, jeannie c riley interview, harper valley pta, tom t hall, charlie daniels, drifting cowboy podcast, country music history, classic country stories, harper valley pta story, jeannie c riley podcast, nashville legends, 60s country music, female country artists, country music interviews, jeannie c riley untold story, harper valley pta songwriter, tom t hall stories, charlie daniels stories, country music women, jeannie c riley 2025

Whisperin? Bill Anderson joins The Drifting Cowboy Podcast for a deep dive into one of the most legendary careers in country music history. From writing timeless songs like Whiskey Lullaby and Give It Away to sharing the stage with icons like Roger Miller and Faron Young, Bill opens up about the stories, struggles, and moments that shaped a lifetime of hits.

He also talks about hosting Country Family Reunion, his early days on television game shows and soap operas, and what it truly means to stay relevant in country music for over six decades.

? Full of laughter, wisdom, and never-before-told stories from a Hall of Fame songwriter.

? Watch the full interview and subscribe for more conversations with the legends who built country music.

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Founding Eagles member Bernie Leadon joins me to share the real story behind one of the most important chapters in American music. Bernie talks about his early years with Gram Parsons and the Flying Burrito Brothers, his memories from Altamont Speedway, and the musical and personal moments that shaped the rise of The Eagles. We dive deep into writing classics like ?Witchy Woman,? the band?s early chemistry, why he left, and what it was like returning decades later for the History of the Eagles tour. Bernie also opens up about Gram?s death, the California country-rock scene, and the new music he?s creating today. If you love the Eagles, Gram Parsons, real music history, or the roots of country rock, this episode is packed with stories you won?t hear anywhere else.bernie leadon, eagles founding member, the eagles, gram parsons, flying burrito brothers, altamont speedway, witchy woman, eagles interview, gram parsons stories, bernie leadon interview, drifting cowboy podcast, dillon weldon, country rock history, classic rock stories, music history podcast, history of the eagles, california country rock, american music history, gram parsons death, eagles founding story, bernie leadon new music, eagles documentary, country music podcast, rock and roll history

Legendary harmonica player Mickey Raphael joins me for a deep dive into life on the road with Willie Nelson ? including an unbelievable story about the night Willie?s crew ended up getting a ride to a show from the Hells Angels. Mickey also talks about working with iconic songwriters like Guy Clark and Townes Van Zandt, his memories from decades of touring, his solo projects, and the exciting new music he?s working on now. This episode is a front-row seat to country music history from a man who lived it, breathed it, and shaped it beside one of the greatest of all time.mickey raphael, willie nelson, hells angels, hells angels story, mickey raphael interview, willie nelson band, guy clark, townes van zandt, outlaw country stories, country music podcast, drifting cowboy podcast, harmonica player, willie nelson road stories, country music legends, country music history, nashville podcast, dillon weldon, country music interview, willie nelson stories, mickey raphael harmonica, country road stories

Join Patreon for Exclusive Content:https://patreon.com/DillonWeldon?utm_medium=unknown&utm_source=join_link&utm_campaign=creatorshare_creator&utm_content=copyLinkStep inside the world of Waylon Jennings like you?ve never heard it before. In this episode, the legendary members of Waylon?s band sit down and tell ALL ? the untold, unbelievable, and downright wild stories from life on the road with the Outlaw himself.They share what it was really like working for Waylon, the pranks they pulled on him, how Big Bird actually caught on fire, behind-the-scenes moments from The Dukes of Hazzard, and memories of Buddy Holly and The Crickets, Nashville in the ?60s and ?70s, and the rise of the Outlaw movement.This episode is pure country music history straight from the men who lived it. If you love Waylon Jennings, classic country, or behind-the-scenes stories that feel like opening a hidden vault, this is one you won?t forget.waylon jennings, waylon jennings interview, waylon jennings band, outlaw country, outlaw country stories, buddy holly stories, dukes of hazzard, country music history, waylon jennings podcast, waylon jennings documentary, waymore?s blues band, dillon weldon drifting cowboy, big bird on fire story, classic country stories, nashville history, country music legends, untold outlaw stories, jennings family, honky tonk history, waylon jennings 2025, drifting cowboy podcast

Sign Up on Patreon for Exclusive Content: https://patreon.com/DillonWeldon?utm_medium=unknown&utm_source=join_link&utm_campaign=creatorshare_creator&utm_content=copyLinkJake Owen sits down with me for one of the most honest and wide-open conversations of his career. We talk Brooks & Dunn telling him to pump the brakes, Alan Jackson moments that shaped him, and why he?s doubling down on real country music. Jake also opens up about working with Shooter Jennings on his new album and the shift toward a raw, traditional sound.From his early days grinding in bars to becoming one of the biggest names of the 2000s and 2010s, Jake walks through the highs, lows, left turns, and lessons learned along the way. If you love stories about Brooks & Dunn, Alan Jackson, Hank Jr., traditional country, songwriting, and the evolution of Nashville?this episode is loaded.In this episode:The moment Brooks & Dunn told Jake Owen to STOPJake?s memories of Alan Jackson and the old-school Nashville wayHis deep love for Hank Jr. and classic countryHow working with Shooter Jennings changed his soundWhy his new album leans heavy into traditional country musicStories from throughout Jake?s career?touring, radio, writing, and the moments that shaped his voiceIf you want to see where country music is going?and where it came from?this conversation is a perfect snapshot.Jake Owen, Jake Owen interview, Jake Owen podcast, Jake Owen new album, Shooter Jennings, Shooter Jennings Jake Owen, Brooks and Dunn, Brooks & Dunn, Alan Jackson, Hank Jr., Hank Williams Jr., traditional country, traditional country music, country music podcast, Drifting Cowboy podcast, Dillon Weldon, country music interviews, Nashville stories, country music history, Jake Owen Shooter Jennings, Jake Owen Brooks and Dunn story, Jake Owen Alan Jackson story, 2000s country music, country music storytelling, Jake Owen 2025

Patreon Clip:

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From American Idol to sharing the stage with Hank Williams Jr., Tracy Byrd, and Emily Ann Roberts ? country artist Alex Miller is living proof that real country music is alive and kicking.In this episode of Drifting Cowboy, Dillon Weldon sits down with Alex to talk about his journey after American Idol, what it?s like recording with Tracy Byrd, performing with Emily Ann Roberts and Belle Frantz, and why traditional country is making a long-awaited comeback.Alex opens up about his roots, his songwriting process, and what it means to stay authentic in a world chasing trends. If you love genuine country storytelling and honky-tonk soul, this one?s for you.Alex Miller, Alex Miller American Idol, Dillon Weldon, Drifting Cowboy Podcast, Emily Ann Roberts, Belle Frantz, Hank Williams Jr., Tracy Byrd, traditional country music, country music comeback, real country music, country podcast, Nashville country, honky tonk, country singer interview, American Idol country singers, modern country music, classic country revival, country storytelling podcast, country artist interviews, Dillon Weldon podcast, country music 2025

Blackberry Smoke?s Charlie Starr joins Drifting Cowboy for one of the wildest interviews yet. He opens up about recording with the legendary George Jones, life on the road, and the barroom brawl that left him bloodied with a broken beer bottle and a shard of glass in his head.From unforgettable nights in honky-tonks to lessons learned from icons, Charlie shares raw, unfiltered stories that every country and Southern rock fan needs to hear. Whether you?re a die-hard Blackberry Smoke follower or just love behind-the-scenes stories from the country music world, this episode has it all.

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Country star Craig Campbell sits down with Drifting Cowboy for his most unfiltered interview yet. From exposing how Nashville?s big labels really operate, to opening up about his Grindstone Cowboy coffee shops (and the controversy it sparked with the writer of ?Rhinestone Cowboy?), Craig doesn?t hold back.We dive into his early days playing piano alongside Luke Bryan and Tracy Byrd, his wild memories opening shows for Merle Haggard, and the lessons he?s learned from years inside country music?s toughest industry machine.If you love real stories straight from the artists who lived them, this is an episode you don?t want to miss.Craig Campbell, Craig Campbell interview, Craig Campbell podcast, Grindstone Cowboy coffee, Rhinestone Cowboy controversy, Nashville record labels, country music industry secrets, country music podcast, Craig Campbell Luke Bryan, Craig Campbell Tracy Byrd, Craig Campbell Merle Haggard, Nashville country music, country music podcast 2025, Drifting Cowboy podcast, Dillon Weldon podcast

Joe Nichols sits down for one of his most revealing interviews yet. In this episode of The Drifting Cowboy Podcast, Joe tells all?opening up about his struggles with addiction, why he once thought he wouldn?t live past 25, and how sobriety changed everything.But it?s not all heavy. Joe also shares hilarious stories about smoking pot with Gary Allan, hunting trips with Hank Williams Jr., and the wild life of being a young country star on the road. From heartache to humor, this episode shows a side of Joe Nichols fans have never heard before.If you love real stories from country music legends?equal parts raw and entertaining?you don?t want to miss this conversation.? Subscribe for more in-depth interviews and country music storytelling with today?s biggest and most legendary artists.Joe Nichols interview, Joe Nichols podcast, Joe Nichols tells all, Joe Nichols addiction, Joe Nichols sobriety, Joe Nichols wanted to die young, Joe Nichols Hank Jr., Joe Nichols Gary Allan, Joe Nichols hunting, Joe Nichols country music, Joe Nichols 2025, Joe Nichols funny stories, Joe Nichols untold story, Joe Nichols live interview, Drifting Cowboy podcast, Dillon Weldon

Marcus King sits down for an honest, unfiltered conversation about his struggles with addiction, his journey to sobriety, the influence of music in his life, and how love gave him a new sense of purpose. In this exclusive interview, Marcus opens up about the battles he?s faced, the artists who inspired him, and the role his wife Briley has played in his story.From raw truths about the music industry to heartfelt reflections on recovery and resilience, this is Marcus King like you?ve never seen him before. Whether you?re a fan of his music, interested in stories of overcoming addiction, or simply looking for inspiration, this episode delivers.? Subscribe for more in-depth country music interviews, stories, and behind-the-scenes conversations with today?s most important artists.Marcus King interview, Marcus King podcast, Marcus King sobriety, Marcus King addiction, Marcus King Briley, Marcus King wife, Marcus King story, Marcus King opens up, Marcus King country music, Marcus King live, Marcus King love story, Marcus King struggles, Marcus King music influences, Marcus King 2025 interview, Drifting Cowboy podcast, Dillon Weldon

Dusty Slay joins me for one of the funniest podcasts I?ve ever recorded.
We go deep on country music, ask the burning question of what McDonald?s beef really is, trade insane stories, and I even get something off my chest. This episode is hilarious, raw, and guaranteed to make you laugh while maybe teaching you a thing or two.

Dusty is one of the sharpest comedians in the game, and mixing his humor with country music talk made for pure gold. If you love stand-up, country music, or just want to hear two guys crack each other up about life, this is your jam.

? Don?t forget to like, comment, and subscribe for more podcasts!

#DustySlay #CountryMusic #ComedyPodcast #StandupComedy #FunnyPodcast #McDonalds #AirbnbStories #CountryMusicPodcast #HilariousPodcast #ComediansTalking #PodcastClips #DriftingCowboyPodcast #DustySlayPodcast

Shooter Jennings joins the Drifting Cowboy Podcast for an unfiltered conversation about his father Waylon Jennings, the spirit of Outlaw Country, and the legacy that still shakes Nashville today. We dive into never-before-heard stories about Waylon and Jessi Colter, reflections on Johnny Cash, and the future of artists like Charley Crockett who are carrying the torch. Shooter also gives insight into the new Waylon albums and what they mean for fans of real country music.

This episode is packed with history, storytelling, and Shooter?s own perspective on where country music has been?and where it?s headed. If you love Outlaw Country, you won?t want to miss this one.

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Step inside the life and legacy of William Lee Golden?the legendary Oak Ridge Boy with the iconic beard. In this exclusive conversation, we dive into untold stories of the Oak Ridge Boys, behind-the-scenes moments from country music history, the making of classic hits, and the family project that?s redefining his career, The Goldens.We talk about his brand-new book, his time on the road, and even how The Dukes of Hazzard crossed paths with the Oaks. From timeless gospel harmonies to rowdy country hits, William Lee Golden opens up about a life lived at the heart of American music.If you love country music history, storytelling, and the legends who shaped it, this is one you don?t want to miss.William Lee Golden, Oak Ridge Boys, Untold Stories Oak Ridge Boys, Oak Ridge Boys interview, William Lee Golden interview, The Goldens band, William Lee Golden book, Dukes of Hazzard Oak Ridge Boys, Oak Ridge Boys hits, Elvira Oak Ridge Boys, Classic country music, Country music legends, Outlaw country stories, Gospel country music, Country music podcast, Drifting Cowboy Podcast

In this episode of Drifting Cowboy, I sit down with Ben and Noel Haggard?sons of the legendary Merle Haggard?for an unforgettable conversation filled with stories, laughs, and behind-the-scenes memories. We talk about their father?s legacy, growing up in the shadow of a country music giant, and their personal experiences with icons like Kris Kristofferson and The Eagles. From road tales to rare family insights, this episode is a treasure chest for any true country music fan.

If you love country music history, untold stories from the road, and a raw glimpse into the Haggard family?s life, you won?t want to miss this one.

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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 music

If 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.

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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.

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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

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.

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

In this episode of the Drifting Cowboy Podcast, legendary songwriter and musician Mac McAnally shares wild behind-the-scenes stories from life on the road with Jimmy Buffett, his early days growing up in Mississippi, and how he first got into music. Mac opens up about his close friendship with Buffett, memories of country icons like John Prine and Toby Keith, and the songwriting journey that led to countless hits. If you're a fan of heartfelt stories, classic songwriting, and country music legends?this one's for you.

?? Topics Covered:

Touring and recording with Jimmy Buffett

Mac?s Southern childhood and musical roots

Stories about John Prine and Toby Keith

Songwriting insights and industry secrets

? Don?t forget to like, comment, and subscribe for more stories from the legends of country music!

#MacMcAnally #JimmyBuffett #CountryMusicPodcast #JohnPrine #TobyKeith #DriftingCowboyPodcast #SongwritersCircle #SouthernStorytelling

Tyler White, best known for his appearance on Love on the Spectrum, had no idea that agreeing to do a podcast would lead to the biggest surprise of his life ? a moment on the Grand Ole Opry stage.This documentary-style special of the Drifting Cowboy podcast takes you behind the scenes of a once-in-a-lifetime journey: from a heartfelt podcast conversation to a standing ovation at country music?s most sacred stage.You?ll witness the raw emotion, the nerves, the music, and the magic ? all building to a powerful moment that Tyler will never forget.This is more than just a story about music. It?s about dreams coming true, inclusion, and how a single act of kindness can ripple through an entire industry.?? Hosted by Dillon Weldon (Drifting Cowboy Podcast)? Featuring: Tyler White, Randy Travis, Eryn Cooper (WSM), and the Grand Ole Opry family? Filmed in Nashville, Tennessee? If this moved you, please like, comment, and share to help spread Tyler?s story to the world.#LoveOnTheSpectrum #GrandOleOpry #TylerWhite #CountryMusic #AutismAwareness #InclusionMatters #DriftingCowboyPodcast #SurpriseMoment

Lukas Nelson joins the Drifting Cowboy podcast for an unforgettable conversation. He shares the moment Kris Kristofferson told him, ?You have no choice but to write songs,? and opens up about the weight of legacy, songwriting, and forging his own path in music. Lukas also talks about working on A Star Is Born, becoming a licensed pilot, and even plays a little music live during the show.?? Hear stories about growing up as Willie Nelson?s son, country music legends, and what Lukas has planned next.? Subscribe for more rare interviews, wild stories, and music history straight from the legends themselves.Tags: Lukas Nelson interview, Kris Kristofferson songwriting, A Star Is Born Lukas Nelson, Lukas Nelson pilot, Willie Nelson family, Lukas Nelson music, country music podcast, Drifting Cowboy, Lukas Nelson 2025, live music podcast, outlaw country stories, country music storytelling

In this episode of the Drifting Cowboy Podcast, Clay Walker sits down with Dillon to share deeply personal and never-before-heard stories from his legendary country music career.From the emotional moment when Merle Haggard broke down in tears on stage, to wild memories with George Jones and Johnny Paycheck, Clay gives an unfiltered look at the legends of country music ? and the real-life moments that shaped them.Clay also opens up about his ongoing battle with multiple sclerosis, the faith that keeps him grounded, and what it truly means to endure in the world of country music, as well as the upcoming biopic on Randy Travis' life, where Clay will portray Randy.?? Topics Covered:? Merle Haggard's emotional duet with Clay? Wild stories about George Jones and Johnny Paycheck? Clay?s MS diagnosis and life perspective? Behind-the-scenes of his biggest hits and career? Subscribe for more legendary country music stories, interviews, and behind-the-scenes moments.#ClayWalker #MerleHaggard #GeorgeJones #JohnnyPaycheck #CountryMusicPodcast #DriftingCowboyPodcast #RandyTravis #movie

?? 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 ? this is the raw, unfiltered story behind country music?s 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 you?re a longtime fan or just discovering Cledus, you won?t believe the stories he shares.#CledusTJudd #MichaelJackson #CountryMusicPodcast #DonHenley #GrandOleOpry #CountryComedy #DriftingCowboyPodcast #MusicIndustry #BehindTheScenes

Ray Wylie Hubbard sits down for a raw, unfiltered conversation about the legendary outlaw country era ? 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 music?s most untamed era.? Don?t forget to like, comment, and subscribe for more untold country stories from the people who lived them.

?? The Drifting Cowboy Podcast

? New episodes every week

? 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 he?s on?opening for Post Malone this summer and signing with Ernest?s new label, DeVille Records. But beyond the headlines, Chandler is doing something rare in today?s country music scene: he?s bringing back Western swing in a big way, blending tradition with fresh energy and style.We dive into how he got here, what it?s 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 you?re craving steel guitars, dancehall rhythm, and real storytelling with a modern twist?this 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.

?? 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 genre?s most iconic voices.? 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

In this episode of the Drifting Cowboy Podcast, legendary songwriter Don Goodman takes us on a journey through his incredible career?writing 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 Ol? 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 music?s most iconic prison songs.We cover it all?his 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 one?s a must-listen.Don Goodman songwriter, Don Goodman interview, Don Goodman country music, Angels Among Us songwriter, Ol? 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 Ol? Red, Songwriters Hall of Fame, veterans and country music, stories behind country songs.

?? On this episode of The Drifting Cowboy podcast, Dillon Weldon sits down with actor and country artist Grayson Russell?his close friend and one of Nashville?s 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 Grayson?s 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.

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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 life?and 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.

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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 heart?you?ll 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

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 tomorrow?s stars, this episode is a must-listen.

?? Whether you?re a longtime supporter or new to Makenzie?s music, you?ll walk away knowing why she?s one of the most talked-about voices in country music today.

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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 ? the keepers of country music tradition.

?? Drifting Cowboy ? The Voice of Country Music

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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!

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!

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!

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!

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!

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!

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!

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!

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!

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!

In this episode, I have a conversation with country music legend TG Sheppard and his daughter, Payton Dale. We talk about everything from Elvis Presley to fashion to Waylon Jennings. Check out the Patreon exclusive segment at patreon.com/dillonweldon

In this episode of Drifting Cowboy Podcast, Dillon interviews Elizabeth Cook. Elizabeth is a very successful singer, songwriter, radio personality, voice actor, and so much more!

In this episode, we talk to legendary songwriter and producer Bobby Braddock. Bobby wrote many hit songs such as He Stopped Loving Her Today, D-I-V-O-R-C-E, Golden Ring, Texas Tornado, Time Marches On and more.

Gary Gentry is the legendary songwriter behind hits like The Ride, The One I Loved Back Then, 1959, The Chicken in Black and so many more. In this podcast, we discuss the stories behind the songs.

John Paycheck is the son of country music legend, Johnny Paycheck. This podcast was conducted the day after John's Grand Ole Opry debut for his father's tribute show. Recorded at Johnny Cash's farm in Bon Aqua, TN.

Dale Watson is the founder of the Ameripolitan music genre as well as the Ameripolitan music awards.

www.ameripolitan.org