| Weary Rambler | Sam Shackleton | 2:56 | |
| Get Me Out Of Here | The Sons of Rainier | 3:31 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Rose | Vaden Landers | 2:47 | |
| The Cuckoo Bird | Willie Watson | 3:12 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| The Ground | Tommy Luke | 3:34 | |
| Boy Howdy, Hot Dog! | Willi Carlisle | 3:18 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Hello Stranger | Cat Clyde, Jeremie Albino | 2:27 | |
| We Shall All Be Reunited | The Local Honeys | 3:45 | |
| In On The Upswing | Skinny Dyck | 2:59 | |
| Cayuse | Kassi Valazza | 5:00 | |
| Tomorrow Never Comes | Vaden Landers | 2:22 | |
| Red Fox | Jason Dea West | 3:29 | |
| Cuckoo Bird - GemsOnVHS Field Recording | Sam Shackleton, GemsOnVHS | 4:11 | |
| Bandana Song - Western AF Version | Todd Day Wait, Western AF | 2:31 | |
| Canyon | Emily Nenni | 3:02 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
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| Barking Up The Wrong Tree | Vaden Landers | 1:59 | |
| Angels | Willi Carlisle | 4:05 | |
| Hard Time | Dylan Earl | 2:02 | |
| Angel In My Dreams | Dylan Smucker | 3:07 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Styrofoam | Chris Acker | 3:44 | |
| Greasy Dollar | David Childers | 3:46 | |
| It Hurts Me Too | Cat Clyde, Jeremie Albino | 2:27 | |
| Sowin' Seeds | Angela Autumn | 3:56 | |
| Leaf Change | Willy Tea Taylor, The River Arkansas | 3:52 | |
| New Dying Soldier | Nick Shoulders | 4:12 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Letters on the Marquee | Vincent Neil Emerson | 3:18 | |
| Here I Am | Rambler Kane | 2:32 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| All over Now | Woody Pines | 3:05 | |
| Courtin' in the Dark | Vaden Landers | 1:40 | |
| Gambler | Deep Chatham | 2:43 | |
| Too Old to Dream | Nick Shoulders | 2:52 | |
| Lone Wolf | Jason Dea West | 5:01 | |
| Milky White Way | Jackson and the Janks | 3:51 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| Little Old Dusty Road | Sundown Songs | 2:38 | |
| Pullin Weeds | Josh Morningstar, Jaida Dreyer | 3:21 | |
| Clay Pigeons | Dylan Earl | 2:58 | |
| Pray for Breath | Jason Dea West, Aurelia Anne Cohen, Lob Strilla, Benjamin Tod, Ashley Mae | 3:54 | |
| Shine My Shoes | Vaden Landers | 2:47 | |