October 22, 2019
- 5:00am The Alley Song by Lyle Lovett & His Large Band on It's Not Big It's Large (Curb/Lost Highway)
- 5:03am I Just Want to Dance With You by John Prine on German Afternoons (Oh Boy)
- 5:06am In My Own Mind by Lyle Lovett on My Baby Don't Tolerate (Lost Highway)
- 5:12am When I Come Around by Lee Ann Womack on The Way I'm Living (Sugar Hill Records)
- 5:16am PledgeThanks2019Jenn by
- 5:17am Rain Or Shine by Alison Brown on The Company You Keep (Compass Records)
- 5:21am Better Days by Guy Clark on Keepers (Sugar Hill)
- 5:24am Fountain Of Sorrow by Joan Baez on Diamonds & Rust
- 5:29am Drive South by Suzy Bogguss on Greatest Hits (Liberty Records)
- 5:32am Crazy Little Thing Called Love by Dwight Yoakam on The Very Best Of Dwight Yoakam (Rhino)
- 5:34am Super Power by Jim Lauderdale on Soul Searching: Vol. 1 - Memphis (Sky Crunch Records)
- 5:37am Avalon by Hot Club of Cowtown on Rendezvous in Rhythm (Proper Records)
- 5:40am Come on Funny Feelin' by Rodney Crowell on Fate's Right Hand (DMZ/Epic)
- 5:44am Desolation Row by Bob Dylan on The Bootleg Series, Vol. 4: The 'Royal Albert Hall' Concert [Disc 1]
- 5:56am Far East Medley by Béla Fleck & The Flecktones on Live Art [Disc 1]
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