
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 coun... more
| Publishes | Weekly | Episodes | 81 | Founded | a year ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | Music InterviewsMusic | |||

Dean Miller, son of country music legend Roger Miller, joins the Drifting Cowboy Podcast to share the stories only a son could tell.
Dean opens up about what Roger Miller was really like away from the spotlight—from his unforgettable sense of humor ... more
Johnny Cash once showed up at the Statler Brothers’ house and made biscuits—and somehow, that’s only the beginning.
Wilson Fairchild, the sons of Statler Brothers legends Don and Harold Reid, join me alongside the next generation, Jack and Davis, fo... more
Tanya Tucker joins the Drifting Cowboy Podcast to tell the incredible story of how she became a superstar at just 13 years old. Tanya takes us back to the beginning of her career, signing with legendary producer Billy Sherrill, hearing “Delta Dawn” f... more
In this episode of Drifting Cowboy, Dillon Weldon sits down with The Bellamy Brothers for one of the wildest conversations yet. Howard and David Bellamy tell unbelievable stories from before and after country music fame, including growing up in Flori... more
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Dillon has so many interesting, articulate guests. He gets deep into country music history. Hugely insightful into what is behind the art of music.
I love the podcast!
Every guest is awesome! Every conversation is awesome!
But!!…
I was disappointed when I heard the host say he should know Spanish because he’s married to a Hispanic woman.
This is America!
If you love country music like you say you do…
that means you love this great nation!
The national language of the United States of America, is English.
I grew up surrounded by classic country and Tejano music. It wasn’t until I was an adult. I really fell in love with the genre and started to appreciate country music, especially classic country and country. Dylan is a master of his craft and so educational please. I recommend everyone to follow him on every platform and you will be able to obliterate any jeopardy country music category!
What a wonderful podcast to listen to! I’m so glad I found this channel. Thank you Dillon
Awesome guests, great stories, love this pod!
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #13 | |
Apple Podcasts | #74 | |
Apple Podcasts | #103 | |
Apple Podcasts | #242 | |
Apple Podcasts | #92 | |
Apple Podcasts | #76 |
Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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A history-forward interview series that blends deep dives into country music's legends with behind-the-scenes storytelling. Episodes frequently center on artists' career milestones, family legacies, and the evolving music industry, offering granular anecdotes about recording, touring, mentors, and the cultural context around classic and contemporary country. A notable strength is the host's steady, conversational approach that invites players from the genre's golden era and its newest stewards to share candid memories, craft, and philosophy. This show is particularly engaging for listeners who crave authentic history, guitar-driven storytelling, and nuanced artist profiles, with occasional explorations of branding, touring life, and industr... more
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These podcasts share a similar audience with Drifting Cowboy:
1. TL's Road House
2. God's Country
3. Rodeo Time with Dale Brisby
4. The Dale Jr. Download
5. Americana Podcast
Drifting Cowboy launched a year ago and published 81 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Drifting Cowboy include:
1. Davis Reid
2. Langdon Reid
3. Will Reid
4. Jack Reid
5. Tanya Tucker
6. David Bellamy
7. Howard Bellamy
8. Ned LeDoux
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