September 29, 2021
- 5:00am Wrong Side of the Tracks by Guy Clark on Somedays The Song Writes You (Dualtone)
- 5:03am Highwayman (Live) [1992 Version] by Highwaymen on American Outlaws: The Highwaymen Live
- 5:06am Lonesome Highway by Wyatt Rice & Dan Menzone Alliance (with Russell Moore & Dale Ann Bradley) on Something Out of the Blue (Mountain Fever Records)
- 5:10am Setting the World on Fire (with P!nk) by Kenny Chesney on Cosmic Hallelujah
- 5:13am Lost In The Ozone by Commander Cody & His Lost Planet Airmen on Lost In The Ozone
- 5:15am Sailin' Around by John Prine on German Afternoons (Oh Boy)
- 5:19am Baby Please Make a Change by Hugh Laurie on Let Them Talk (Bonus Track Version)
- 5:24am The Road West by Alison Brown on The Company You Keep (Compass Records)
- 5:32am The Spanish Entomologist by Leo Kottke on Greenhouse
- 5:34am I Hate Love Songs by Kelsea Ballerini on Unapologetically
- 5:37am Gimme Back My Wig by Eric Culberson on Live At the Bamboo Room
- 5:43am Fine Seasoned Woman by Toronzo Cannon on The Chicago Way
- 5:47am Outbound Plane by Suzy Bogguss on Greatest Hits (Liberty Records)
- 5:50am 03 Boss 'n Me by on Single
- 5:52am I'm Holding My Own by Lee Roy Parnell on Hits and Highways Ahead
- 5:56am Lavi Difisil (feat. Leyla McCalla) by Our Native Daughters on Songs of Our Native Daughters
- 5:59am Song for Amy by Chuck Leavell on Forever Blue: Solo Piano
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