Time to kick off The Icons of Outlaw Country with John Wesley Karson, where the spirit of Christmas collides head-on with the raw, rebellious heart of outlaw country. Hour One brings you holiday classics and timeless gems from legends like Sammy Kershaw, Townes Van Zandt, Waylon Jennings, Johnny Cash, Kris Kristofferson, and Emmylou Harris—mixed with festive outlaw twists from Jerry Jeff Walker, John Prine, and pure honky-tonk fun like Lisa Layne’s “Santa Drives an Eighteen Wheeler.” It’s Christmas with grit, soul, and a flat-tire detour courtesy of Pure Prairie League and Dale Watson.

Hour Two turns into a full-blown Billy Joe Shaver tribute—five straight tracks from the man himself, including the immortal “I’m Just an Old Chunk of Coal”—surrounded by Texas-sized holiday cheer from Charlie Daniels, Gary P. Nunn, Robert Earl Keen, and the Bellamy Brothers. Throw in some redneck humor from Buddy Brown, Larry the Cable Guy, and the brand-new 2025 cut “Christmas and I’m in Jail Again” by Mismatched Menace, and you’ve got two hours of outlaw Christmas that’ll make your eggnog taste like whiskey. Tune in, turn it up, and celebrate the season the outlaw way!

Click below:

The Icons of Outlaw Country Show #140

Original Air Date: 12/13/25

Playlist

HOUR ONE
Sammy Kershaw – Christmas Time’s a Coming – 1994
David Allan Coe – Branded Man – 1996
Townes Van Zandt – Poncho & Lefty – 1993
Waylon Jennings – Heaven and Hell – 1976
John Prine – Christmas in Prison – 1971
Jerry Jeff Walker – 12 Days of Christmas – 1994
Guy Clark – The Cape – 1995
Johnny Cash – Christmas As I Knew It – 1972
Kris Kristofferson – Jesus Was a Capricorn – 1972
Nanci Griffith – Lone Star State of Mind – 1987
Emmylou Harris – Even Cowgirls Get the Blues – 1979
Michael Murphey – Ridin’ Home on Christmas Eve – 1991
Pure Prairie League – I’ll Change Your Flat Tire, Merle – 1974
Dale Watson – Flat Tire – 2014
Lisa Layne – Santa Drives an Eighteen Wheeler – 2001

HOUR TWO
Billy Joe Shaver – Ragged Old Truck – 1981
Billy Joe Shaver – Merry Christmas to You – 1994
Billy Joe Shaver – Chicken on the Ground – 1977
Billy Joe Shaver – When I Get My Wings – 1976
Billy Joe Shaver – I’m Just an Old Chunk of Coal – 1981
Charlie Daniels – Cowboy’s Christmas Gift – 1980
Texas Tornados – Guacamole – 1992
Gary P Nunn – Christmas Time in Texas – 2010
Mismatched Menace – Christmas and I’m in Jail Again – 2025
Waylon Jennings – Me & Paul – 1974
The Bellamy Brothers – Old Hippy Christmas – 2002
Red Simpson – Santa’s Comin’ In A Big Ol’ Truck – 1973
Buddy Brown – Redneck Jingle Bells – 2019
Larry the Cable Guy – Twisted Christmas Carols – 1998
Robert Earl Keen – Happy Holidays to Y’all – 1998

By John Wesley Karson

John Wesley Karson grew up in Texas in the 1960’s and 70’s and was a fan of the country music scene thriving in Austin and Houston. He first began working in radio as a teenager at KPFT in Houston, a listener supported radio station which featured many of the outlaw country artists of that time. He worked on a volunteer basis at first, cleaning up around the station, emptying trash and taking every opportunity afforded him to learn the technical aspects of running the stations equipment. Eventually he was asked to operate the control board for Jerry Jeff Walker one night when he was guest hosting a radio show. It was at that point John was hooked and he knew his future would be in broadcasting. After 45 years in the broadcasting business, working as a commercial radio disc jockey and talk show host, John Wesley Karson retired in Bakersfield in 2020. When his friend Danny Hill bought KVLI radio in Lake Isabella, California in 2021 and launched Outlaw Country Radio 103.7FM, he asked John if he would like to host a weekend show. He gave John Wesley complete creative control over the shows content and John created “The Icons of Outlaw Country”. “It’s a complete labor of love,” John said, “This is the music I grew up listening to in Texas and I just want to share it with people as a way of honoring the contributions these great artist’s made to the world.” “It’s a celebration of the individual, over the collective and the rights as free and sovereign men and women to create what first and foremost pleased them, not some record company executive occupying space in an office building in lower Manhattan or West Los Angeles. “The right of the artist to demand control of their own destiny and their own intellectual property is a sacred right and only when the artist is able to achieve this is the artist truly free to create. Music is practically the only art form where the rights of the artist are superseded by some corporate weasel in a suit and tie sipping decaf lattes from the back of a limo. “As Ayn Rand put it, a 'Right'…means freedom from compulsion, coercion or interference by other men and that applies to record companies and producers as well as governments.” John Wesley Karson had a front row seat long before the term “Outlaw Country” was even used to describe what was known at that time as the “Cosmic Cowboy” revolution. John’s radio career spanned over four decades and each week he shares music and insight into these icons of country music, taking his listeners on a two hour sonic journey through the past and into the present state of the world of country music from his studios in Bakersfield, California.