
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 | 55 | Founded | 7 months ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | MusicMusic Interviews | |||

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... more
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, ... more
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 M... more
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 Speedw... more
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Dillion I just came across your podcast, wow, Duane Allen first and then William Lee Golden, ( Oaks fan since first concert in 1968, at age 10) listening to Larry Gatlin now...thank you, keep up with the great message of music...
Brief review: great podcast! I am interested country music history so among other things - this podcast is very enjoyable. I appreciate that Dillon never gets in the way of his guests. He lets them tell their story and seems to always ask the question(s) I am hoping he'll ask.
Really good interviews. I am enjoying them. Sometimes, sound is a little difficult to moderate because it gets soft then loud. When listening on headphones and doing other things....gotta stop and adjust.
Just discovered this podcast. Great guests, inside stories, down home feel…love it all!!
10/10 thank you for what you are doing !!!!!!
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 | #18 | |
Apple Podcasts | #108 | |
Apple Podcasts | #50 | |
Apple Podcasts | #213 | |
Apple Podcasts | #193 | |
Apple Podcasts | #52 |
Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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Focused on the exploration of country music history, the content captivates listeners through storytelling that features behind-the-scenes accounts and conversations with notable legends and rising stars in the genre. Episodes cover a broad spectrum of experiences, from insightful personal anecdotes to the iconic moments that shaped country music as it is known today. The diversity of guests includes celebrated artists and songwriters, offering various perspectives that enrich the narrative and reflect on the evolution of the genre.
With a unique blend of humor, inspiration, and authenticity, this entry in the podcasting space probably stands out for its ability to connect listeners to both the legacy of country music and the personal stor... more
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1. God's Country
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4. This Past Weekend w/ Theo Von
5. Hayden Alabama Podcast
Drifting Cowboy launched 7 months ago and published 55 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. Bernie Leadon
2. Charlie Starr
3. Dusty Slay
4. Jessi Colter
5. Chandler Walters
6. The Malpass Brothers
7. Moe Bandy
8. Trey Calloway
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