October 20, 2021
- 5:00am In The Summertime by Roger Miller on 16 COUNTRY SUPER HITS (Unknown)
- 5:01am Kiss Me Hello by Kristin Andreassen on Kiss Me Hello
- 5:04am Blue Eyes Crying in the Rain (Live) by Highwaymen on American Outlaws: The Highwaymen Live
- 5:07am Be Proud Of The Gray In Your Hair by Dave Evans on Oxford American Southern Music, No. 19: Kentucky
- 5:13am No Later Than Soon (feat. North Mississippi Allstars) by Jim Lauderdale on Black Roses
- 5:16am Unlonely by John Prine on The Missing Years (Oh Boy)
- 5:20am Penguins by Lyle Lovett on I Love Everybody (MCA)
- 5:23am 02 Fuel The Fire by on Single
- 5:27am Welcome to Earth (Pollywog) by Sturgill Simpson on A Sailor's Guide to Earth
- 5:32am If I Needed You by Guy Clark on Somedays The Song Writes You (Dualtone)
- 5:37am Miss Me More by Kelsea Ballerini on Unapologetically
- 5:40am 03 Cherry Red Wine by on Single
- 5:45am Hoo Doo Blues by The Rolling Stones on Blue & Lonesome
- 5:48am Prayer Wheel by Alison Brown on Stolen Moments (Compass)
- 5:52am I Fall To Pieces by Patsy Cline on 12 Greatest Hits
- 5:55am Help Yourself (feat. Christone 'Kingfish' Ingram) by Eric Gales on Middle of the Road
- 5:59am Railroad Blues by Luckey Roberts on Luckey & The Lion: Harlem Piano
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