In this powerful and intimate conversation, Georgette Jones opens up about what life was really like growing up as the daughter of two country music legends—George Jones and Tammy Wynette. Beyond the headlines, hit songs, and public struggles, Georgette shares personal stories, family memories, and behind-the-scenes moments that reveal who George and Tammy truly were when the lights were off and the world wasn’t watching.From childhood memories inside one of country music’s most famous families to honest reflections on love, fame, and legacy, this episode offers a rare, human look at two icons whose lives were as complicated as their music was timeless. This is not the tabloid version—it’s the truth, told by the person who lived it.If you care about country music history, real storytelling, and the people behind the legends, this is a conversation you don’t want to miss.George Jones, Tammy Wynette, Georgette Jones, George and Tammy, George Jones documentary, Tammy Wynette documentary, country music history, classic country music, outlaw country, country music legends, George Jones stories, Tammy Wynette stories, behind the music, country music podcast, Drifting Cowboy podcast, Nashville country music, real country stories, music legacy, country music family, country music interviews, classic country icons
Ray Benson of Asleep at the Wheel joins Drifting Cowboy for a deep-cut conversation about the people and moments that shaped country music history. Ray shares rare stories about his close friendships with Willie Nelson and Merle Haggard, including the time he watched Merle cuss out his label head Rick Blackburn. He talks about living in the same neighborhood as Townes Van Zandt and Blaze Foley, crossing paths with Stevie Ray Vaughan and Jimmie Vaughan before superstardom, and how Naomi Judd got the name Wynonna from Asleep at the Wheel—then legally renamed her daughter at 14 years old. This episode dives into outlaw country, Texas music, Americana, the Austin scene, Nashville politics, songwriting culture, and the unfiltered truth behind the legends. If you care about real country music stories, this is one you don’t skip.Willie Nelson podcast, Merle Haggard stories, Ray Benson interview, Asleep at the Wheel podcast, Townes Van Zandt stories, Blaze Foley stories, Stevie Ray Vaughan interview, Jimmie Vaughan stories, Naomi Judd Wynonna name origin, outlaw country history, Texas country music, Americana podcast, country music storytelling
Country songwriter Ward Davis joins Drifting Cowboy for a raw, no-filter conversation about his path through modern outlaw country — including the unbelievable moment Willie Nelson and Merle Haggard both recorded his song “Unfair Weather Friend.”Ward tells the full story behind how that song came together, what it meant to have two all-time legends cut the same song, and how that moment reshaped his career. He also talks about his longtime friendship with Cody Jinks, recording with Clint Black, and navigating success outside the Nashville system.Along the way, Ward shares a powerful story about meeting Kris Kristofferson and performing a show with him, offering rare insight into one of country music’s most respected icons.This episode is about songwriting, grit, loyalty, and the quiet moments that define a career — the parts most people never hear.If you care about real country music, the writers behind the songs, and the stories that live off the radio dial, this episode is for you.🎙️ Drifting Cowboy PodcastHosted by Dillon WeldonNew episodes featuring legendary artists, songwriters, and untold stories from country music history.Ward Davis, Ward Davis podcast, Ward Davis interview, Willie Nelson, Merle Haggard, Willie Nelson Merle Haggard song, Unfair Weather Friend, Kris Kristofferson, Ward Davis Kris Kristofferson, Cody Jinks, Ward Davis Cody Jinks, Clint Black, outlaw country, modern outlaw country, country songwriting, songwriter podcast, country music podcast, behind the songs country music, Texas country music, independent country artists, Drifting Cowboy podcast, Dillon Weldon, country music history, Nashville songwriting
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!
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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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