Music

Drifting Cowboy

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 country or just found it, this show brings you closer to the music and the people who lived it. New episodes every week.

Latest Episodes:

Dickey Lee Mar 27, 2025

Show notes

In this episode, I sit down with music legend, Dickey Lee. Dickey has been in for longer then ... well, maybe anyone still living. He signed with the famous Sun Records all the way back in 1957 and went on to have a great career as an artist with songs like Patches and Laurie, and he is also a Hall of Fame songwriter, writing hits like She Thinks I Still Care, Let's Fall to Pieces Together, Keeper of the Stars and many more. Enjoy!

Duane Allen of The Oak Ridge Boys Mar 25, 2025

Show notes

In this episode, I sit down with legendary Oak Ridge Boy Duane Allen. Duane walks us through the colorful history of The Oak Ridge Boys, talks about touring with folks like Ernest Tubb and talks about how the band operates. Enjoy!

Kelly Lang Mar 22, 2025

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In this episode, I sat down with Kelly Lang and we talked about her childhood touring with Conway Twitty, her battle with breast cancer, Ralph Emory and much more. Enjoy!

Benjamin Tod Mar 19, 2025

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In this episode, I sat down with Ben Tod and we talked about everything... and I do mean everything! From Dallas Frasier to fixing leaking roofs, this was a fun conversation. Enjoy!

Mark Wills Mar 16, 2025

Show notes

In this episode, I sit down with 90s Country star Mark Wills. Mark had hits like Don't Laugh At Me, 19 Something, Jacob's Ladder and many more. We talk about everything from his career to the Opry. Enjoy!

Tristan Tritt Mar 06, 2025

Show notes

In this episode, I sit down with Tristan Tritt. Tristan has grown up in the country music industry with his father, Travis Tritt. We talk about his music career, Nashville, authenticity and so much more. Enjoy!

T. Graham Brown Dec 22, 2024

Show notes

In this episode, I sit down with country music legend T. Graham Brown. We talk about everything from Keith Whitley to addiction to faith. I hope you enjoy and I appreciate y'all!

TG Sheppard and Payton Dale Nov 26, 2024

Show notes

In this episode, I have a conversation with country music legend TG Sheppard and his daughter, Payton Dale. We talk about everything from Elvis Presley to fashion to Waylon Jennings. Check out the Patreon exclusive segment at patreon.com/dillonweldon

Elizabeth Cook Oct 11, 2024

Show notes

In this episode of Drifting Cowboy Podcast, Dillon interviews Elizabeth Cook. Elizabeth is a very successful singer, songwriter, radio personality, voice actor, and so much more!

Bobby Braddock Aug 01, 2024

Show notes

In this episode, we talk to legendary songwriter and producer Bobby Braddock. Bobby wrote many hit songs such as He Stopped Loving Her Today, D-I-V-O-R-C-E, Golden Ring, Texas Tornado, Time Marches On and more.

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