The Icons of Outlaw Country #118

This week on The Icons of Outlaw Country Radio Show, hosted by the legendary John Wesley Karson, we’re cracking open a treasure chest of outlaw grit and soul, headlined by a jaw-dropping unreleased gem from Waylon Jennings. “Songbird,” the title track from a newly discovered album dropping this fall, is a raw, haunting cover of Fleetwood Mac’s classic, unearthed and polished by Shooter Jennings from tapes spanning 1973–1984. Waylon’s baritone wraps around the song like worn leather, proving why he’s the king of defying Nashville’s polished cage. It’s a rare glimpse into the Hoss’s untamed spirit, and you won’t want to miss it.

We’re also spinning some of the rowdiest, most heartfelt tracks from the outlaw pantheon. Jerry Jeff Walker’s “Sangria Wine” and “Little Bird” bring that Luckenbach Dancehall swagger, while Willie Nelson’s “If You Got the Money Honey” struts with Red Headed Stranger cool. Emmylou Harris’s “One of These Days” soars with cosmic grace, and Kinky Friedman’s “Get Your Biscuits in the Oven” (1973) slaps with its irreverent bite. Tompall Glaser’s “Put Another Log on the Fire” (1976) stokes the rebel fire, and Sammi Smith’s “Today I Started Loving You Again” (1972) drips with aching honesty. Tune in for a ride through the heart of outlaw country—where the music’s as free as the souls who made it.

Original Airdate 6/29/25

Playlist 118
HOUR ONE
Waylon Jennings - Goin' Down Rockin' - 2012
Waylon Jennings - Waymore Blues – 1975
Gram Parsons - The Streets of Baltimore - 1973
Kinky Freedman - Get Your Biscuits in the Oven – 1973
Tompall Glaser - Put Another Log on the Fire – 1976
Sammi Smith - Today I Started Loving You Again - 1972
Emmylou Harris - Hobos Lullaby – 1988
Charlie Daniels – Don’t Let Your Man Find Out – 1970
Charlie Daniels – Orange Blossom Special – 1974
Towns Van Zandt – Waitin’ Around to Die – 1968
Sturgill Simpson – I Don’t Mind – 2020
Buck Owens – Buckaroo – 1965
Waylon Jennings – Songbird – 2025
Guy Clark – Let Him Roll (LIVE) - 2006

HOUR TWO
Jerry Jeff Walker - Sangria Wine - 1973
Jerry Jeff Walker - Little Bird - 1973
Willie Nelson - If You Got the Money Honey - 1976
David Allen Coe – You Never Even Called Me By My Name – 1975
Billy Joe Shaver - Old Chunk of Coal - 1981
Don Williams - Good Ol’ Boys Like Me – 1980
Don Williams - Louisiana Saturday Night - 1980
Creed Fisher - More Than One Year –2020
Hank Williams III – Country Heroes –2006
Ray Wiley Hubbard - Mississippi Straight –2001
Dale Watson – Texas Boogie – 1995
Gary Stewart – Single Again – 1978
Leon Russell – It Takes a Lot to Laugh, It Takes a Train to Cry – 1971
Lyle Lovett – Friend of the Devil – 1991