October 20, 2023
- 4:01am The Oldest Baby in the World by Donnie Fritts on Lucky 13 (Oh Boy)
- 4:05am Cole Bernier by Jim Lauderdale on Carolina Moonrise: Bluegrass Songs By Robert Hunter and Jim Lauderdale
- 4:08am The Truck Song by Lyle Lovett on Anthology, Vol. 1: Cowboy Man (MCA)
- 4:11am River Hip Mama by Charlie Musselwhite on Juke Joint Chapel
- 4:14am People Puttin' People Down by John Prine on Souvenirs (Oh Boy)
- 4:18am Sleeping With the Devil by Lee Ann Womack on The Way I'm Living (Sugar Hill Records)
- 4:21am Gracias A La Vida by Joan Baez on Greatest Hits
- 4:25am The Boxer by Simon & Garfunkel on Dylan, Cash, and the Nashville Cats: A New Music City
- 4:30am Some Town Somewhere by Kenny Chesney on Cosmic Hallelujah
- 4:33am Couldn't Stand the Weather by Stevie Ray Vaughan & Double Trouble on The Essential Stevie Ray Vaughan and Double Trouble
- 4:37am 09 Not Broken by on Single
- 4:40am Sea Stories by Sturgill Simpson on A Sailor's Guide to Earth
- 4:43am Boats to Build by Guy Clark on Boats to Build (Elektra/Nonesuch)
- 4:47am 05 Number by on Single
- 4:51am Head Over Heels In Love With You by Ricky Skaggs on Bluegrass - Love Songs
- 4:53am Don't Let the Devil Ride by Paul Thorn on Don't Let the Devil Ride
- 4:58am Corina Corina by Mac Wiseman on Sings Old Time Country Favorites (Rural Rhythm Records)
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