December 20, 2019
- 5:00am I Walk the Line (Revisited) by Rodney Crowell on The Essential Rodney Crowell (Sony)
- 5:04am Fish And Whistle by John Prine on Great Days: Anthology [Disc 1] (Rhino)
- 5:07am Allison Road by Gin Blossoms on Outside Looking In: The Best Of The Gin Blossoms
- 5:10am No Depression in Heaven by Levon Helm on Ramble at the Ryman (Dirt Farmer/ Vanguard)
- 5:14am Rudell's Story by Mickey Clark & the Blue Norther on Reasons & Rhymes (Sona Blast Records)
- 5:16am Prison Trilogy (Billy Rose) by Joan Baez on Greatest Hits
- 5:21am If I Were the Man You Wanted by Lyle Lovett on Anthology, Vol. 1: Cowboy Man (MCA)
- 5:25am Angel from Montgomery [Live] by Bonnie Raitt on Great Days: The John Prine Anthology Disc 2 (Rhino)
- 5:30am Old Jellico, Puddle Jumper, Dead Man's Hill by Béla Fleck on The Bluegrass Sessions: Tales From The Acoustic Planet, Volume 2
- 5:36am Country Road by Carole King & James Taylor on Live At The Troubadour (Hear Music)
- 5:39am Why Does God Let That Happen by Jim Lauderdale on Soul Searching: Vol. 2 - Nashville (Sky Crunch Records)
- 5:44am Deed I Do (Live) by The Hot Club Of Cowtown on The Best of The Hot Club of Cowtown (Shout Factory)
- 5:47am Motorcycle (Signficance Of The Pickle) Song by Arlo Guthrie on The Best Of Arlo Guthrie
- 5:54am The Vanishing Race by Rhiannon Giddens, Gillian Welch, David Rawlings on Look Again To The Wind: Johnny Cash's Bitter Tears Revisited (Sony Music)
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