| Big Wheels | Pat Reedy | 3:23 | |
| California Way | Jason Dea West | 2:32 | |
| Miss the Mississippi and You | Nick Shoulders | 3:44 | |
| Handyman | Esther Rose | 2:46 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| Let Him Roll | Guy Clark | 4:03 | |
| Weary Rambler | Sam Shackleton | 2:56 | |
| Roll Home Lucinda | Jason Dea West | 3:12 | |
| Bhagavan Decreed | The Flatlanders | 3:00 | |
| Darlin' Cora | Josh Okeefe | 1:30 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Life on the Fence | Willi Carlisle | 3:26 | |
| Heroin Rag | Clyde and the Milltailers | 2:56 | |
| Rollin' Back Home | Nick Hans | 3:20 | |
| Border Palace | Terry Allen | 1:48 | |
| Goin' Far On A Little (Just A Little Too Long) | Joseph Huber | 2:51 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Elk River Blues | Rockridge Brothers | 2:52 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Every Morning | Anthony Simpkins, GemsOnVHS | 2:34 | |
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| Panicked and Paralyzed | Chris Acker | 4:42 | |
| Lullaby | Willy Tea Taylor | 3:27 | |
| That Was Then | Pat Reedy | 2:21 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Irene | Ian Noe | 3:53 | |
| After Hours | Nick Shoulders | 3:44 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Fraulein | Townes Van Zandt | 3:10 | |
| New Kind of Lonely | The Hill Country Devil | 4:26 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Please | The Sons of Rainier | 2:25 | |
| Keep It Clean | Willie Watson | 3:35 | |
| God Blessed America for Me | Lightnin' Luke | 3:08 | |
| Life Gone Dim | Scott Ballew | 1:56 | |
| Love Me Like You Do | Zach Bryson | 3:15 | |
| Somewhere Safe and Always Quiet | The Hill Country Devil | 4:41 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Mother Earth | Willie Watson | 3:36 | |
| Bandana Song - Western AF Version | Todd Day Wait, Western AF | 2:31 | |
| Shovel On Your Shoulder | Joseph Huber | 2:40 | |
| Dancin' on My Grave | Wood & Wire | 2:26 | |
| Tent Song | Scott Ballew | 4:35 | |
| Pray for Breath | Jason Dea West, Aurelia Anne Cohen, Lob Strilla, Benjamin Tod, Ashley Mae | 3:54 | |
| Days of Old | Nick Hans | 3:33 | |
| The Only Cowboy Bar in Portland | Lightnin' Luke | 2:59 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Give It Time | Sierra Ferrell | 3:37 | |