Insights from recent episode analysis
Audience Interest
Podcast Focus
Publishing Consistency
Platform Reach
Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
Most discussed topics
Brands & references
No brand mentions extracted.
Est. Listeners
Based on iTunes & Spotify (publisher stats).
- Per-Episode Audience
Est. listeners per new episode within ~30 days
10,001 - 25,000 - Monthly Reach
Unique listeners across all episodes (30 days)
25,001 - 75,000 - Active Followers
Loyal subscribers who consistently listen
15,001 - 40,000
Market Insights
Platform Distribution
Reach across major podcast platforms, updated hourly
Total Followers
—
Total Plays
—
Total Reviews
—
* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 1 epsHost
Recent guests
Recent episodes
The Night George Jones Shot at Peanutt Montgomery
Apr 30, 2026
57m 46s
Vince Gill Tells the REAL Story of His Rise
Apr 23, 2026
Unknown duration
Gary Stewart Was WILDER Than You Think… His Inner Circle Tells All
Apr 16, 2026
Unknown duration
Ronnie McDowell
Apr 9, 2026
Unknown duration
Hannah Dasher
Mar 19, 2026
Unknown duration
Social Links & Contact
Official channels & resources
Official Website
Login
RSS Feed
Login
| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/30/26 |  The Night George Jones Shot at Peanutt Montgomery✨ | country music historyoutlaw stories+4 | Peanutt Montgomery | — | — | George Jones shotPeanutt Montgomery interview+6 | — | 57m 46s | |
| 4/23/26 | Vince Gill Tells the REAL Story of His Rise | n this episode of the Drifting Cowboy Podcast, Vince Gill opens up about how he REALLY became a country star. From his early days chasing a dream to the moments that changed everything, Vince shares the truth behind his rise to fame in country music.This isn’t the polished version you’ve heard before. Vince talks about the struggles, the turning points, and what it actually takes to make it in the country music world. If you’ve ever wondered how legends are made—and what it costs—this is the story.Vince Gill is one of the most respected voices in country music history, with countless hits, awards, and decades of influence. But behind the success is a journey most people never hear about… until now.🎙️ Full, unfiltered conversation on the Drifting Cowboy Podcast.#vincegill #countrymusic #driftingcowboyvince gill, vince gill interview, how vince gill became famous, vince gill country music, country music podcast, drifting cowboy podcast, country music stories, vince gill career, country music history, nashville country music, classic country music, country music legends, behind the music country, country music interviews, rise to fame country music, how country stars make it, vince gill story, country music documentary, country music industry, country music storytelling | — | ||||||
| 4/16/26 | Gary Stewart Was WILDER Than You Think… His Inner Circle Tells All | What was Gary Stewart REALLY like when the spotlight turned off?In this episode of Drifting Cowboy, we sit down with the people who knew him best — his daughter Shannon Stewart, longtime guitarist Boogie Bob, bodyguard Terry Porter, and acclaimed biographer Jimmy McDonough — for an unfiltered look at one of country music’s most misunderstood legends.They share never-before-heard stories about Gary’s wild lifestyle, his struggles, his sense of humor, and the moments that defined him behind the scenes. From chaotic nights on the road to unforgettable pranks and the reality of his battles with addiction, this is the side of Gary Stewart most people never got to see.This isn’t the polished version. This is the truth — straight from the people who lived it.If you think you know Gary Stewart… think again.Topics Covered:Gary Stewart’s personality off stageWild road stories and pranksHis struggles with addictionBehind-the-scenes moments from his careerThe real man behind the musicSubscribe for more real stories from the legends and voices of country music.gary stewart, gary stewart stories, gary stewart podcast, drifting cowboy podcast, outlaw country, country music history, shannon stewart, boogie bob, terry porter, jimmy mcdonough, country music legends, classic country music, outlaw country music, country music documentary, gary stewart biography, country music stories, 70s country music, 80s country music, honky tonk music, country music interviews | — | ||||||
| 4/9/26 | Ronnie McDowell | Ronnie McDowell has lived one of the most fascinating careers in country music history—and in this episode of Drifting Cowboy, he tells it like only he can.From the moment he released “The King Is Gone” as a tribute to Elvis Presley, Ronnie’s life changed forever. That song launched a career that would go on to include massive hits like “Older Women” and “Wondering Eyes,” along with decades of stories from inside the heart of country music.In this conversation, Ronnie opens up about his friendships and experiences with legends like Conway Twitty and George Jones—sharing stories you won’t hear anywhere else. He talks about the reality of fame, the highs and lows of the music business, and what it was really like being around some of the greatest artists of all time.But Ronnie’s story doesn’t stop with music. He’s also built an incredible second career as a painter, creating detailed portraits of icons like Elvis and other country legends. We dive into how that passion started, how serious he is about it, and why it means so much to him.This is one of those episodes that blends nostalgia, history, and raw storytelling—exactly what country music fans crave.If you love real stories about real country music, this one’s for you.ronnie mcdowell interview, the king is gone story, ronnie mcdowell elvis presley tribute, older women song meaning, wondering eyes song story, ronnie mcdowell conway twitty, ronnie mcdowell george jones stories, country music podcast, drifting cowboy podcast, country music legends interview, classic country stories, behind the songs country music, ronnie mcdowell paintings, elvis tribute artists, 80s country hits, nashville country music history, george jones stories, conway twitty stories, country music history podcast, classic country artists interview | — | ||||||
| 3/19/26 | Hannah Dasher | In this episode of Drifting Cowboy, I sit down with rising country artist and viral sensation Hannah Dasher to talk about her journey through country music—from grinding it out as a Nashville songwriter to breaking through as an artist and building a massive audience with her “Stand By Your Pan” cooking series. Hannah shares what it really takes to make it in today’s music industry, how she carved out her own lane, and the moments that changed everything for her career. Along the way, she tells incredible stories about country legends like Patsy Cline, Naomi Judd, and what it was like stepping into Loretta Lynn’s dresses. This is one of the most fun, honest, and story-filled conversations about country music you’ll hear—full of humor, insight, and a deep love for the history of the genre.hannah dasher, stand by your pan, hannah dasher interview, country music podcast, drifting cowboy podcast, nashville songwriter, female country artists, patsy cline story, naomi judd story, loretta lynn stories, country music history, viral country artists, tiktok country music, country music interviews, songwriting in nashville, how to make it in country music, classic country music, country music legends, nashville music scene, country music stories | — | ||||||
| 3/12/26 | John Carter Cash | John Carter Cash joins the Drifting Cowboy Podcast to share what his parents, Johnny Cash and June Carter Cash, were really like behind the scenes. As the only son of two of the most iconic figures in country music history, John Carter offers a rare and personal look at the lives, personalities, humor, struggles, and faith of the legendary couple. From growing up surrounded by music at the Cash home to witnessing his parents’ love story up close, this conversation reveals the human side of the Man in Black and the Carter Family icon that most fans never saw.In this episode, John Carter Cash talks about his childhood with Johnny and June, their relationship off stage, the influence of the Carter Family legacy, and the values his parents instilled in him. He also shares stories about life at the Cash household, what Johnny Cash was like as a father, how June Carter’s personality shaped their home, and what it was like growing up in one of the most famous families in American music. For country music fans, this is a rare opportunity to hear intimate stories and firsthand memories about two legends whose music changed the world.If you love classic country music, outlaw country, and the history behind the legends, this episode offers a fascinating glimpse into the private lives of Johnny Cash and June Carter Cash through the eyes of the person who knew them best.Johnny Cash, June Carter Cash, John Carter Cash, Johnny Cash interview, June Carter interview, Johnny Cash podcast, John Carter Cash interview, Johnny Cash family stories, Johnny Cash behind the scenes, June Carter Cash stories, Cash family history, Carter Family legacy, country music history, classic country music, outlaw country, Man in Black, Johnny Cash biography, June Carter biography, Cash family documentary, Johnny Cash son interview, country music legends, Nashville country music, country music podcast, Drifting Cowboy podcast, Dillon Weldon, country music storytelling, country music history podcast, Johnny Cash stories, June Carter Cash legacy | — | ||||||
| 3/5/26 | Ben James | The Oak Ridge Boys | The Oak Ridge Boys have one of the most legendary careers in country music history, but now the group has entered a brand-new chapter. In this episode of the Drifting Cowboy Podcast, Dillon Weldon sits down with Ben James, the newest member of the Oak Ridge Boys, to talk about how he joined the iconic group and what the future looks like.Ben shares the incredible story of how he became the new Oak Ridge Boy, what it’s like stepping into a legendary group with decades of history, and what fans can expect moving forward. We also talk about Ben’s musical background, the legacy of the Oak Ridge Boys, life on the road, and what it means to carry on one of country music’s most recognizable sounds.The Oak Ridge Boys have been a cornerstone of country music for generations, and this conversation gives fans a rare look inside the group as a new era begins.If you love classic country music, behind-the-scenes stories, and conversations with the legends and rising voices of the genre, subscribe to the channel for more interviews like this.Ben James, Oak Ridge Boys, new Oak Ridge Boy, Oak Ridge Boys new member, Oak Ridge Boys interview, Ben James interview, Drifting Cowboy Podcast, Dillon Weldon, country music podcast, Oak Ridge Boys history, William Lee Golden, Duane Allen, country music legends, country music interviews, classic country music, country music stories, country music podcast interview, Nashville country music, country music legends interview, country music history | — | ||||||
| 2/26/26 | Jesse Keith Whitley | There may be music from Keith Whitley that the world has never heard.In this powerful conversation, Jesse Keith Whitley opens up about his father’s legacy, the possibility of unreleased recordings, and what country fans have been wondering for decades.But this episode goes far beyond that.Jesse speaks candidly about growing up as the son of two country music icons, his relationship with Lorrie Morgan, his own journey through addiction and recent sobriety, and what it’s like carving out a career under one of the most legendary names in country music history. He also shares stories involving Sammy Kershaw, life on the road, finding his voice as an artist, and even the unexpected role cooking has played in his life.This is an honest, emotional, and revealing look at legacy, redemption, and the enduring impact of Keith Whitley on country music.If you’re a fan of classic country, outlaw stories, and untold music history, this is one you don’t want to miss!Keith Whitley unreleased music, unheard Keith Whitley songs, Jesse Keith Whitley interview, Keith Whitley lost recordings, Lorrie Morgan interview, country music podcast, classic country music stories, Sammy Kershaw story, country music legacy, Keith Whitley vault, outlaw country history, country music sobriety story, Jesse Keith Whitley sober, 90s country music, traditional country music, country music legends | — | ||||||
| 2/20/26 | Rodney Crowell | Rodney Crowell was there.Before the myth. Before the legend. Before the Outlaw era became a T-shirt.In this episode of Drifting Cowboy, Rodney Crowell reflects on his time inside one of the most influential circles in country music history — alongside Johnny Cash, Guy Clark, Townes Van Zandt, Jerry Jeff Walker, Rosanne Cash, and the writers who shaped an entire generation.From the raw reality of the Outlaw movement to the deeply human moments behind the music, Rodney shares what it was really like in the rooms where these songs — and these legends — were born. We talk about songwriting, loyalty, Nashville in its wildest years, and the difference between the public image and the private truth.This isn’t nostalgia. It’s perspective from someone who lived it.If you care about country music history, the outlaw era, and the real stories behind the icons, this conversation is one you won’t forget.Subscribe for more deep dives into the legends, the lore, and the untold stories of country music.country music podcast, Rodney Crowell interview, Johnny Cash stories, Guy Clark stories, Townes Van Zandt interview, outlaw country era, Nashville songwriting history, Rosanne Cash, Jerry Jeff Walker, classic country music, country music history, Drifting Cowboy podcast, legendary songwriters, behind the scenes country music, outlaw movement Nashville, 1970s country music, Texas songwriters, country music legends, storytelling in country music | — | ||||||
| 2/12/26 | Rick Trevino | Rick Trevino was one of the defining voices of 90s country music. With major radio hits, national tours, and a presence during one of country’s biggest boom periods, he lived the life many artists dream about. But at the height of the era, something shifted.In this episode of Drifting Cowboy, Rick Trevino reflects on the rise of 90s country, the pressure of fame, navigating Nashville as a bilingual/Latino artist, and the pull that brought him back to his roots. He opens up about identity, industry expectations, touring during the golden era of country radio, and what it really felt like behind the spotlight.This is a thoughtful look at one of country music’s most transformative decades — and the personal crossroads that changed everything.If you love 90s country, classic Nashville stories, and honest conversations about fame, culture, and legacy, this one is for you.Subscribe for more in-depth country music interviews and untold stories from the artists who shaped the genre.rick trevino, rick trevino interview, 90s country music, 1990s country, latino country artist, bilingual country singer, nashville country music, drifiting cowboy podcast, country music podcast, country music history, los super seven, 90s country radio, 90s country stars, country music fame, country music industry, classic country interviews, country music legends, texas country music, hispanic country music, country music storytelling | — | ||||||
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 2/5/26 | Bobby Bare | Bobby Bare doesn’t just remember country music history — he helped shape it.In this rare, in-depth interview, Bobby Bare reflects on a career that places him at the center of country music’s most important moments. From his role in the early creative culture that helped influence the Fender Stratocaster, to discovering and supporting artists like Waylon Jennings and Billy Joe Shaver, to firsthand stories involving Johnny Cash, Tom T. Hall, and Chet Atkins, this conversation captures living history from one of the genre’s most influential figures.Bobby shares stories you don’t hear in documentaries or highlight reels — the behind-the-scenes moments, the creative risks, the personalities, and the decisions that quietly changed the course of country music. This isn’t a highlight package or a greatest-hits recap. It’s a firsthand account from someone who was there when modern country music was taking shape.If you care about country music’s roots, the people behind the legends, and how the genre truly evolved, this is a conversation worth preserving.Subscribe for more long-form interviews and deep dives into country music history, storytelling, and legacy.bobby bare, bobby bare interview, country music history, rare country music interview, waylon jennings, johnny cash, tom t hall, chet atkins, billy joe shaver, classic country music, outlaw country, nashville music history, music row nashville, country music legends, country music documentary, fender stratocaster history, guitar history, drifting cowboy podcast, country music podcast, classic country stories | — | ||||||
| 1/22/26 | John Ford Coley | Most people know Dan Seals as a country music legend — but before the hits on country radio, he was England Dan, one half of the massively successful duo England Dan & John Ford Coley.In this episode of the Drifting Cowboy Podcast, John Ford Coley sits down with me to tell the real story behind his partnership with Dan Seals, the rise of England Dan & John Ford Coley, and the honest, human reasons the duo ultimately broke up. John opens up about Dan’s transition into country music stardom, life after the split, and what it was really like navigating success at the height of the 1970s music industry.John also shares incredible firsthand stories from touring with Elton John, opening for Led Zeppelin, sharing stages with Three Dog Night, and how his career unexpectedly shifted into acting after the duo came to an end.This isn’t gossip or revisionist history — it’s reflection, perspective, and music history told by the man who lived it.If you’ve ever wondered why Dan Seals walked away from England Dan, or how one of the biggest soft-rock duos of the 1970s came to an end, this conversation finally fills in the blanks.Dan Seals, England Dan, John Ford Coley, England Dan and John Ford Coley, Dan Seals country music, Dan Seals England Dan, why Dan Seals left England Dan, Dan Seals breakup, John Ford Coley interview, Dan Seals story, country music history, classic country music, 70s soft rock, yacht rock stories, Elton John tour stories, Led Zeppelin opening act, Three Dog Night tour, country music podcast, music history podcast, Drifting Cowboy Podcast, country music interviews, classic hits behind the scenes, music legends interview, Dan Seals legacy | — | ||||||
| 1/15/26 | Gary Gentry | What really inspired “The Ride” — one of the most haunting songs in country music history?Songwriter Gary Gentry (“The Ride,” “The One I Loved Back Then,” and more) tells the unbelievable true story behind the song that has puzzled and fascinated fans for decades. After a night of heavy drinking, drugs, and reckless curiosity, Gary and a group of friends held a seance to provoke the spirit of Hank Williams.What happened next would stay with Gary forever.In this podcast, Gary recounts seeing what he believes was Hank Williams’ ghost — an encounter that later shaped the writing of “The Ride,” a song that feels less like fiction and more like a message passed down from country music’s past.This is not a rumor.This is not a legend told secondhand.This is the story straight from the songwriter himself.If you love:• Country music history• Nashville songwriting stories• Hank Williams folklore• Dark, strange, and unforgettable moments in music…this conversation is for you.Gary Gentry, The Ride song, Hank Williams ghost, Hank Williams seance, The Ride Gary Gentry, country music folklore, songwriting stories, Nashville songwriter, paranormal country music, haunted country music, Hank Williams legend, outlaw country history, The One I Loved Back Then, David Allan Coe songwriter, country music podcast, Drifting Cowboy podcast, strange country music stories, music history podcast, Hank Williams mystery, supernatural songwriting | — | ||||||
| 1/1/26 | Georgette Jones | 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 | — | ||||||
| 12/24/25 | Ray Benson | 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 | — | ||||||
| 12/18/25 | Ward Davis | 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 | — | ||||||
| 12/11/25 | Jeannie C. Riley | 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 | — | ||||||
| 12/4/25 | Whisperin’ Bill Anderson | 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.Bill Anderson, Whisperin Bill Anderson, Roger Miller, Faron Young, Whiskey Lullaby, Give It Away, Country Family Reunion, Grand Ole Opry, Country Music Hall of Fame, Nashville, Country Music History, Country Legends, Songwriting, Country Songwriter Stories, Drifting Cowboy Podcast, Dillon Weldon, Country Interviews, Behind the Songs, Country Music Icons, Country Music Stories, Traditional Country, 90s Country, Classic Country, Bill Anderson Interview, Bill Anderson Podcast, Country Storytellers, Country Music Hall of Famer | — | ||||||
| 11/27/25 | Bernie Leadon (Founding Member of The Eagles) | 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 | — | ||||||
| 11/20/25 | Mickey Raphael | 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 | — | ||||||
| 11/13/25 | Waylon Jennings' Band The Waylors | 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 | — | ||||||
| 11/6/25 | Jake Owen | 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 | — | ||||||
| 10/31/25 | Alex Miller | Patreon Clip:https://www.patreon.com/posts/alex-miller-x-142520479?utm_medium=clipboard_copy&utm_source=copyLink&utm_campaign=postshare_creator&utm_content=join_linkFrom 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 | — | ||||||
| 10/23/25 | Blackberry Smoke's Charlie Starr | 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.Charlie Starr, Blackberry Smoke, Charlie Starr interview, Blackberry Smoke interview, George Jones stories, George Jones recording, Charlie Starr bar fight, Blackberry Smoke bar fight, country music podcast, Southern rock podcast, Drifting Cowboy podcast, Dillon Weldon podcast, Charlie Starr George Jones, Blackberry Smoke George Jones, Charlie Starr Bloody Bar Fight, Nashville country music stories, Southern rock stories, country music legends | — | ||||||
| 10/16/25 | Craig Campbell | 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 | — | ||||||
Showing 25 of 65
Sponsor Intelligence
Sign in to see which brands sponsor this podcast, their ad offers, and promo codes.
Chart Positions
8 placements across 7 markets.
Chart Positions
8 placements across 7 markets.