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
Total monthly reach
Estimated from 6 chart positions in 6 markets.
By chart position
- 🇺🇸US · Music Interviews#17300K to 1M
- 🇨🇦CA · Music Interviews#8330K to 100K
- 🇦🇺AU · Music Interviews#1185K to 30K
- 🇿🇦ZA · Music Interviews#733K to 10K
- 🇫🇮FI · Music Interviews#933K to 10K
- Per-Episode Audience
Est. listeners per new episode within ~30 days
102K to 346K🎙 Daily cadence·68 episodes·Last published 6d ago - Monthly Reach
Unique listeners across all episodes (30 days)
342K to 1.2M🇺🇸87%🇨🇦9%🇦🇺3%+3 more - Active Followers
Loyal subscribers who consistently listen
137K to 461K
Market Insights
Platform Distribution
Reach across major podcast platforms, updated hourly
Total Followers
—
Total Plays
—
Total Reviews
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* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 11 epsHost
Recent guests
Recent episodes
What Waylon Jennings Was Really Like | Whey Jennings
Jun 18, 2026
Unknown duration
Daryle Singletary Stopped the Show Mid-Song | Jake Worthington
Jun 11, 2026
53m 50s
Is Traditional Country Music Finally Back? | Braxton Keith
May 29, 2026
47m 54s
Why Clint Black Walked Away
May 21, 2026
43m 49s
Kris Kristofferson Thought I was Johnny Cash | Paul Cauthen
May 15, 2026
31m 03s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/18/26 |  What Waylon Jennings Was Really Like | Whey Jennings | Whey Jennings joins the Drifting Cowboy Podcast for a conversation that goes far beyond country music. As the grandson of the legendary Waylon Jennings and Jessi Colter, Whey shares never-before-heard stories about growing up in one of country music's most iconic families, what Waylon was really like behind closed doors, and the legacy that still follows the Jennings name today.We also dive into Whey's own journey through addiction, hitting rock bottom, getting sober, and building a music career on his own terms. From family stories and outlaw country history to redemption, faith, and second chances, this is one of the most honest conversations we've had on the podcast.If you're a fan of Waylon Jennings, outlaw country, classic country music, or powerful comeback stories, this episode is for you.#WaylonJennings #WheyJennings #OutlawCountry #CountryMusic #DriftingCowboyPodcastWaylon Jennings, Whey Jennings, Jessi Colter, outlaw country, country music podcast, Waylon Jennings stories, what Waylon Jennings was really like, Whey Jennings interview, Waylon Jennings grandson, country music history, classic country music, outlaw movement, Nashville podcast, country singer interview, sobriety story, addiction recovery, getting sober, redemption story, country music legends, Drifting Cowboy Podcast, Jesse Keith Whitley, Johnny Cash, Willie Nelson, Hank Williams Jr, Merle Haggard, country music conversation, behind the music, country music documentary, country music fans, outlaw country music | — | ||||||
| 6/11/26 | Daryle Singletary Stopped the Show Mid-Song | Jake Worthington✨ | country musicinterviews+4 | Jake Worthington | Drifting Cowboy PodcastThe Voice | — | Daryle SingletaryJake Worthington interview+6 | — | 53m 50s | |
| 5/29/26 | Is Traditional Country Music Finally Back? | Braxton Keith✨ | traditional country musicsongwriting+4 | Braxton Keith | Drifting Cowboy PodcastNashville | — | traditional country musiccountry music podcast+5 | — | 47m 54s | |
| 5/21/26 | Why Clint Black Walked Away✨ | Clint Blackcountry music history+4 | Clint Black | RCA RecordsClint Black's new book | Texas | Clint Blackcountry music+7 | — | 43m 49s | |
| 5/15/26 | Kris Kristofferson Thought I was Johnny Cash | Paul Cauthen✨ | country musicstorytelling+4 | Paul Cauthen | Drifting Cowboy Podcast | — | Kris KristoffersonJohnny Cash+6 | — | 31m 03s | |
| 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✨ | Vince Gill's rise to famecountry music struggles+3 | Vince Gill | Drifting Cowboy Podcastcountry music | — | Vince Gillcountry music+5 | — | 1h 24m 26s | |
| 4/16/26 | Gary Stewart Was WILDER Than You Think… His Inner Circle Tells All✨ | Gary Stewart's personality off stageWild road stories and pranks+3 | Shannon StewartBoogie Bob+2 | Drifting Cowboy | — | Gary Stewartcountry music+6 | — | 1h 01m 18s | |
| 4/9/26 | Ronnie McDowell✨ | country musicinterviews+4 | Ronnie McDowell | The King Is GoneOlder Women+1 | — | Ronnie McDowellcountry music+6 | — | 56m 25s | |
| 3/19/26 | Hannah Dasher✨ | country musicartist journey+3 | Hannah Dasher | — | — | Hannah DasherStand By Your Pan+6 | — | 48m 22s | |
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| 3/12/26 | John Carter Cash✨ | Johnny CashJune Carter Cash+3 | John Carter Cash | — | — | Johnny CashJune Carter Cash+5 | — | 58m 31s | |
| 3/5/26 | Ben James | The Oak Ridge Boys✨ | country music historynew member+4 | Ben James | The Oak Ridge Boys | — | Ben JamesOak Ridge Boys+5 | — | 30m 07s | |
| 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 | — | ||||||
| 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 | — | ||||||
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Chart Positions
7 placements across 6 markets.
Chart Positions
7 placements across 6 markets.