October 3, 2019
- 10:00pm Bus Route by Tyler Childers on Country Squire (Hickman Holler Records/RCA Records)
- 10:03pm Learning How to Love by Greyhounds on Cheyenne Valley Drive (Bud's Recording Service)
- 10:07pm 100 MPH by Prince on Originals (Rhino/Warner Records), 2019
- 10:10pm Husbands and Wives (feat. Emmylou Harris) by Jamey Johnson on King of the Road: A Tribute to Roger Miller (BMG), 2018
- 10:13pm Tiny Blue Transistor Radio by Connie Smith on Connie Smith (Legacy Recordings)
- 10:16pm We Don't Run by Willie Nelson on Songbird (Universal Music Ireland Ltd.), 2006
- 10:20pm Clinch River Blues by Red Molly on The Red Album (Red Molly), 2014
- 10:23pm If I Should Wander Back by Jimmie Dale Gilmore with The Wronglers on Heirloom Music (Neanderthal Records)
- 10:31pm Get Together by Dave Alvin and Jimmie Dale Gilmore on Downey to Lubbock (Yep Roc Records)
- 10:35pm I-89 by I’m With Her on See You Around (Concord Records), 2018
- 10:38pm Canadian Bacon by Blue Highway on It's A Long, Long Road (Rebel Records Llc)
- 10:40pm Cornfed by Arann Harris & the Farm Band on Real Music: A Taste of Sonoma County, Vol. 2 (Oliver's Market)
- 10:42pm Rocky Ground by Rain Perry on Rocky Ground (Precipitous Records), 2018
- 10:47pm South Of I-10 by Sonny Landreth on South Of I-10 (Volcano)
- 10:51pm Silver Wings by Suzy Bogguss on Lucky (Proper Records), 2011
- 10:54pm Defiant by Charles Lloyd & The Marvels on Defiant (Capitol Records, LLC)
- 11:01pm By Blood by Shovels & Rope on By Blood (Dualtone Music Group, Inc), 2019
- 11:04pm Mother Deer by Mandolin Orange on Tides of a Teardrop (Yep Roc Records), 2019
- 11:08pm Best Seat in the House (Acoustic) by Blackberry Smoke on The Southern Ground Sessions (3 Legged Records), 2018
- 11:15pm Engine One-Forty-Three by Johnny Cash on The Unbroken Circle - The Musical Heritage of the Carter Family (Dualtone)
- 11:18pm Halfway to Jackson by Justin Townes Earle on Midnight at the Movies (Bloodshot Records)
- 11:22pm Once Upon by Kathy Kallick on Cut to the Chase (Kathy Kallick), 2014
- 11:29pm Jungle Love by Prince on Originals (Rhino/Warner Records), 2019
- 11:39pm Throw Me a Bone by Blame Sally on Speeding Ticket and a Valentine (Ninth Street Opus)
- 11:43pm Photographs Can Lie by Elvis Costello on Look Now (Deluxe Edition) (Concord Records), 2018
- 11:45pm Quavo ft. Madonna & Cardi B, Bad Bunny ft. Drake & More by Billboard on Must-Hear Music (Must-Hear Music)
- 11:47pm Emily by Los Lobos on The Neighborhood (Slash/Warner Bros.), 1990
- 11:51pm Bawlin´ Baby by Johnny Horton & Billy Barton on Rock-A-Billy Rave, Vol. 7 (Documents), 2012
- 11:53pm The Climb by Jason Eady on I Travel On (Old Guitar Records)
- 11:57pm Kansas City Southern by Pure Prairie League on Two Lane Highway (RCA Records Label)