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Drifting Cowboy Drifting Cowboy Dillon Weldon piano ten thousand leaves project piano ten thousand leaves project chair house TK TK TK1 The Von Haessler Doctrine The Von Haessler Doctrine Cox Media Group Monsters, Madness and Magic Monsters, Madness and Magic Justin Young The Arena! Podcast The Arena! Podcast Hoody Frankliano Kafa Radyo Podcast Kafa Radyo Podcast Kafa Radyo CIDADE + WEB RÁDIO CIDADE + WEB RÁDIO Gil Leal 咖啡音乐 咖啡音乐 平凡的咖啡音乐 Evil Genius Chronicles Evil Genius Chronicles Evil Genius Chronicles Vintage Culture - Affairs Vintage Culture - Affairs Vintage Culture 野声宝库 野声宝库 阿野_AYE Happy Hour Happy Hour Mechanical Music Radio 单曲纯音乐(Single pure music) 单曲纯音乐(Single pure music) 平凡的咖啡音乐 ディグトリオ ディグトリオ ディグトリオ製作委員会 Humor Voz Populi BLU Humor Voz Populi BLU BluRadio The Zabava Hour with Brad Salyn The Zabava Hour with Brad Salyn Brad Salyn booktowrite: every page is blank. booktowrite: every page is blank. Michael Leek Vocal Booth Radio Listen Again Vocal Booth Radio Listen Again Vocal Booth Radio 12 Points from America 12 Points from America 12 Points from America The Bugcast The Bugcast Dave & Caroline Lee Arroe Collins: Unplugged & Totally Uncut Arroe Collins: Unplugged & Totally Uncut Arroe Collins Listen Like A Local Listen Like A Local WSKV Radio Music News Today | 2 Min News | The Daily News Now! Music News Today | 2 Min News | The Daily News Now! The Daily News Now! Dana Cortez Show Podcast Dana Cortez Show Podcast Dana Cortez Show Podcast Off The Hook With Gage Off The Hook With Gage Gage Kenady The Brazilian Shirt Name Podcast The Brazilian Shirt Name Podcast 11-29 Media 979 WJLB's Rewind 979 WJLB's Rewind FM 98 WJLB (WJLB-FM) Hip-Hop News Today | 2 Min News | The Daily News Now! Hip-Hop News Today | 2 Min News | The Daily News Now! The Daily News Now! Prisioneiros do Rock Prisioneiros do Rock Prisioneiros do Rock The Liturgy of the Hours: Sing the Hours The Liturgy of the Hours: Sing the Hours Paul Rose Arroe Collins View From The Writing Instrument Arroe Collins View From The Writing Instrument Arroe Collins 108.3 WGKSRADIO DEEP HOUSE PARTY 108.3 WGKSRADIO DEEP HOUSE PARTY Chocolatchip Lovkid & MSL Malachi Promo Estereo Podcast Promo Estereo Podcast Promo Estereo Pantheon - Podcasts for Music Lovers Pantheon - Podcasts for Music Lovers Pantheon Media Soundcheck Soundcheck WNYC Studios HEY, VENUS! RADIO HEY, VENUS! RADIO Hey, Venus! Radio
Drifting Cowboy

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Drifting Cowboy

Dillon Weldon

Chris Ledoux Was Country Music's Wildest Performer | Ned Ledoux

June 26, 2026 11:48am 42 min

Ned LeDoux has new music on the way, including a brand-new music video coming soon — and in this episode, he joins Drifting Cowboy to talk about his own career, carrying on the LeDoux name, and the legacy of his father, ...

What Waylon Jennings Was Really Like | Whey Jennings

June 18, 2026 12:15pm 44 min

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 growi...

Daryle Singletary Stopped the Show Mid-Song | Jake Worthington

June 11, 2026 6:26pm 53 min

Jake Worthington joins the Drifting Cowboy Podcast to share stories from the road, his rise in country music, and the legends who helped shape his career. Jake talks about opening for Daryle Singletary, the unforgettable...

Is Traditional Country Music Finally Back? | Braxton Keith

May 29, 2026 10:38am 47 min

Braxton Keith joins the Drifting Cowboy Podcast for a conversation about the resurgence of traditional country music, honky-tonks, songwriting, touring, and what it takes to build a fanbase in today's music industry. Bra...

Why Clint Black Walked Away

May 21, 2026 11:30am 43 min

Country music legend Clint Black joins the Drifting Cowboy Podcast for one of his most revealing interviews yet. Clint opens up about his rise from Texas clubs to becoming the biggest debut in country music history, why ...

Kris Kristofferson Thought I was Johnny Cash | Paul Cauthen

May 15, 2026 5:30pm 31 min

Country artist and storyteller Paul Cauthen joins the Drifting Cowboy Podcast for one of the most emotional conversations yet. In this episode, Paul shares a heartbreaking story about Kris Kristofferson during his later ...

The Night George Jones Shot at Peanutt Montgomery

April 30, 2026 10:30am 57 min

George Jones shooting at Peanutt Montgomery sounds unbelievable—but this is the real story, told firsthand. In this episode of the Drifting Cowboy Podcast, legendary songwriter Peanutt Montgomery shares the night things ...

Vince Gill Tells the REAL Story of His Rise

April 23, 2026 10:30am 1:24

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 ...

Gary Stewart Was WILDER Than You Think… His Inner Circle Tells All

April 16, 2026 10:44am 1:01

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 T...

Ronnie McDowell

April 09, 2026 1:00pm 56 min

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 E...

Hannah Dasher

March 19, 2026 11:30am 48 min

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 throu...

John Carter Cash

March 12, 2026 10:54am 58 min

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 histo...

Ben James | The Oak Ridge Boys

March 05, 2026 10:20am 30 min

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 Jame...

Jesse Keith Whitley

February 26, 2026 11:14am 29 min

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 ...

Rodney Crowell

February 20, 2026 12:10pm 1:10

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 co...

Rick Trevino

February 12, 2026 9:28am 59 min

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...

Bobby Bare

February 05, 2026 10:54am 1:11

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 ...

John Ford Coley

January 22, 2026 12:11pm 36 min

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 Cowb...

Gary Gentry

January 15, 2026 2:18pm 1:04

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 ...

Georgette Jones

January 01, 2026 11:00am 54 min

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...

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