Music

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.

Latest Episodes:

Blackberry Smoke's Charlie Starr Oct 23, 2025

Show notes

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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Craig Campbell Oct 16, 2025

Show notes

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 Oct 09, 2025

Show notes

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 Oct 02, 2025

Show notes

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 Sep 25, 2025

Show notes

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 Sep 17, 2025

Show notes

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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William Lee Golden of The Oak Ridge Boys Sep 03, 2025

Show notes

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

Ben and Noel Haggard Aug 27, 2025

Show notes

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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Keith Stegall, Roger Murrah and Jim McBride Aug 20, 2025

Show notes

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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Larry Gatlin Aug 13, 2025

Show notes

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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