Drifting Cowboy

In this episode of the Drifting Cowboy Podcast, rising country artist Chandler Walters joins the show to talk about the wild ride he’s on—opening for Post Malone this summer and signing with Ernest’s new label, DeVille Records. But beyond the headlines, Chandler is doing something rare in today’s country music scene: he’s bringing back Western swing in a big way, blending tradition with fresh ener...

🎙️ Country legend Travis Tritt joins Dillon Weldon on the Drifting Cowboy Podcast for a powerful and unfiltered conversation about music, fame, family, and staying true to your roots. In this exclusive full-length interview, Tritt opens up about his outlaw image, his biggest hits, working with legends, and what he thinks about the state of country music today. Whether you're a longtime Travis Trit...

In this episode of the Drifting Cowboy Podcast, legendary songwriter Don Goodman takes us on a journey through his incredible career—writing songs that have saved lives, shaped country music, and stood the test of time. From penning timeless hits like Angels Among Us to co-writing Ol’ Red, Goodman shares powerful stories from behind the scenes in Nashville, including a wild moment involving Janis...

🎙️  On this episode of  The Drifting Cowboy  podcast, Dillon Weldon sits down with actor and country artist Grayson Russell—his close friend and one of Nashville’s rising stars.  You know Grayson from his unforgettable roles in  Talladega Nights: The Ballad of Ricky Bobby , the  Diary of a Wimpy Kid  series, and starring alongside Tom Hanks in the World War II drama  Greyhound . In this exclusive...

About This Episode In this episode of  Drifting Cowboy , Dillon Weldon sits down with powerhouse vocalist and  The Voice  finalist  Ian Flanigan  for an in-depth conversation about life, music, and staying grounded while chasing big dreams. Known for his gravel-rich voice and soulful songwriting, Ian shares how his time on  The Voice  changed his life—and how he's stayed true to his sound ever...

About This EpisodeOn this episode of Drifting Cowboy, Dillon Weldon welcomes country singer and songwriter Billie Jo Jones, whose honest lyrics and throwback sound are turning heads across the country music scene. Billie Jo shares her journey from small-town beginnings to becoming one of the freshest voices in traditional country, all while staying true to her roots. We dig into her songwriting pr...

About This Episode In this special episode of  Drifting Cowboy , Dillon Weldon sits down with rising country music star  Makenzie Phipps  for a heartfelt and revealing conversation. Known for her traditional country sound and powerful vocals, Makenzie opens up about her journey in the music industry, the stories behind her songs, her Appalachian roots, and what it takes to make it in Nashville tod...

Step back in time with The Malpass Brothers on the Drifting Cowboy podcast!  In this episode, Dillon Weldon sits down with the traditional country music duo keeping the spirit of classic country alive. From their musical roots and influences like Merle Haggard and Johnny Cash, to their hilarious stories from the road and life behind the scenes, this conversation is full of heart, humor, and honky-...

In this episode, I sit down with country music legend and the King of Cheating Songs, Moe Bandy. We talk about his friendships with folks like Joe Stampley and Lefty Frizzell, his hits like Bandy the Rodeo Clown and Just Good Ol' Boys and campaigning for the Bushes. Enjoy!

In this episode, I sit down with Trey Calloway. Trey is a new artist who is making his way in the traditional country scene. Be sure to check out his music and I hope you enjoy the conversation!

In this episode, I had the honor of talking with country music legend Randy Travis, his wife Mary Travis, and his career producer Kyle Lehning. We talked about everything from Storms of Life to Randy's acting career, AI, James Dupre and so much more. Enjoy!

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, Ke...

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!

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!

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!

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!

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!

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!

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

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!

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.

Gary Gentry is the legendary songwriter behind hits like The Ride, The One I Loved Back Then, 1959, The Chicken in Black and so many more. In this podcast, we discuss the stories behind the songs.

John Paycheck is the son of country music legend, Johnny Paycheck. This podcast was conducted the day after John's Grand Ole Opry debut for his father's tribute show. Recorded at Johnny Cash's farm in Bon Aqua, TN.

Dale Watson is the founder of the Ameripolitan music genre as well as the Ameripolitan music awards. www.ameripolitan.org

Welcome back to another episode of Drifting Cowboy. In this episode we have special guest Dillan Holliday and we take a dive into some of country music's eeriest, ghostly stories. Hosted by Dillon Weldon, who you can find on TikTok, Facebook, Instagram and YouTube for even more country music content.