The Icons of Outlaw Country #106

Get ready for another wild ride with the latest edition of The Icons of Outlaw Country, hosted by the one and only John Wesley Karson! This week, we’re diving deep into the gritty, rebellious soul of outlaw country with a lineup that’ll have you two-stepping through history. From the fiery sass of Tanya Tucker to the raw honky-tonk heart of Lefty Frizzell, and the modern outlaw vibes of Sturgill Simpson, this episode celebrates the mavericks who broke the Nashville mold. Add in the rugged twang of Dale Watson, the unapologetic edge of David Allan Coe, and the free-spirited genius of Jerry Jeff Walker, and you’ve got a playlist that’s as untamed as the open range.
John Wesley Karson brings his Texas-sized passion and decades of radio savvy to every track, weaving stories of these legends and more with the kind of authenticity only a true fan can muster. Whether it’s the trailblazers who kicked off the movement or the torchbearers keeping it alive, this show is a love letter to the artists who chose freedom over formula. Tune in, crank it up, and let the spirit of outlaw country—featuring Tanya Tucker, Lefty Frizzell, Sturgill Simpson, Dale Watson, David Allan Coe, Jerry Jeff Walker, and a whole posse of renegades—remind you why this music still matters. Check out the latest episode on our website now!

Original Air Date: 3/29/25

Playlist 106

HOUR ONE
Charlie Daniels Band – Long Haired Country Boy (LIVE) - 2012
Jerry Jeff Walker – Little Bird – 1973
Kay Adams – Honky Tonk Heartache – 1965
Brian Burns – Don’t Tell Mamma I’m a Guitar Picker – 2019
Steve Goodman – How Much Tequila Did I Drink – 1982
Dale Watson – Flowers in Your Hair – 2014
Johnny Cash - I Hung My Head - 2002
Lefty Frizzell - Long Black Vail - 1959
George Jones - Open Pit Mine - 1962
Tanya Tucker - Night the Lights Went Out in Georgia - 1981
Tanya Tucker - Blood Red & Goin Down – 1973
Sturgill Simpson - The Dead Don't Die – 2019

HOUR TWO
David Allen Coe - The Ride - 1983
David Allan Coe - The Ghost of Hank Williams – 1997
Stoney Edwards – Hank and Lefty Raised My Country Soul – 1973
Hank Williams - I'll Never Get Out Of This World Alive – 1954
Waylon & Hank Jr. - The Conversation – 1983
Moe Bandy – Hank Williams, You Wrote My Life – 1975
Hank III – My Country Heroes – 2006
Red Steagall – We Were Cowboys – 2019
Billy Joe Shaver – Ragged Old Truck – 1984
Kris Kristofferson – The Silver Tongued Devil and I - 1971
Kris Kristofferson – Here Comes That Rainbow Again – 1982
Joe Stampley – Do You Ever Fool Around – 1978
Gary Stewart – Single Again - 1978
Johnny Paycheck - Armed and Crazy - 1978