June 2, 2020
- 5:00am Luckenbach, Texas (Back to the Basics of Love) [Live] by Highwaymen on American Outlaws: The Highwaymen Live
- 5:03am 04 Reuben's Train by on Single
- 5:06am Too Long I've Been Gone by Dom Flemons on Prospect Hill
- 5:09am Little Green Apples by Roger Miller on King Of The Road: The Genius Of Roger Miller (Disc 3) (Mercury)
- 5:12am Husbands and Wives (feat. Emmylou Harris) by Jamey Johnson on King of the Road: A Tribute to Roger Miller
- 5:14am My Darlin' Hometown by John Prine on Fair and Square (Oh Boy)
- 5:17am Texas Flood by Stevie Ray Vaughan & Double Trouble on The Essential Stevie Ray Vaughan and Double Trouble
- 5:23am Some of Shelly's Blues by The Monkees on Dylan, Cash, and the Nashville Cats: A New Music City
- 5:26am The Boxer (feat. Mumford & Sons & Paul Simon) by Jerry Douglas on Traveler
- 5:30am Good Hearted Woman [Live] by Willie Nelson on Volunteer Jam III & IV [Live]
- 5:33am Sweethearts of the Rodeo (Radio Spot) by The Byrds on Dylan, Cash, and the Nashville Cats: A New Music City
- 5:34am I Play the Road by Zac Brown Band on You Get What You Give
- 5:40am Serves Him Right by Bettye LaVette on A Woman Like Me
- 5:44am Coastal Confessions by Jimmy Buffett on License to Chill (Mailboat/RCA)
- 5:49am Mambo Banjo by Alison Brown on Best Of The Vanguard Years
- 5:53am Grey Goose Chase (feat. Timbaland) by Brad Paisley on Love and War
- 5:56am 08 She Knows by on Single
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