| Pistol in the Pillow | The Kernal | 3:20 | |
| 99 Years | Woody Pines | 2:41 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| I’m Not Ready | Riley Downing | 3:18 | |
| Who's That Fella - Western AF Version | Todd Day Wait, Western AF | 5:28 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Dave Dudley | Rattlesnake Milk | 3:34 | |
| Rollin' - GemsOnVHS Field Recording | Jeremie Albino, GemsOnVHS | 3:21 | |
| End of the World | Max Bien Kahn, The Martians | 3:28 | |
| Stoney | Jerry Jeff Walker | 5:59 | |
| Never Coming Home | Riley Downing | 3:10 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Darlin' Cora | Josh Okeefe | 1:30 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| You're Pretty Good | Duff Thompson | 2:57 | |
| Let’s Sit Down | The Pink Stones | 4:07 | |
| Crazy | Riley Downing | 2:57 | |
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| Canyon | Emily Nenni | 3:02 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Election Day | Blaze Foley & the Beaver Valley Boys | 2:13 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Cayuse | Kassi Valazza | 5:00 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| Sure to Fall | Valerie June | 2:51 | |
| Please | The Sons of Rainier | 2:25 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Looking for a Halo | Rattlesnake Milk | 4:23 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| Where You're Going | The Sons of Rainier | 2:31 | |
| TV Blue | Skinny Dyck | 2:57 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Hello Stranger | Cat Clyde, Jeremie Albino | 2:27 | |
| Cream to My Coffee | Vaden Landers | 2:33 | |
| Bring It With You When You Come | Willie Watson | 2:46 | |
| Start It Over | Riley Downing | 3:24 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| I Wonder Where You Are Tonight | The Sons of Rainier | 2:49 | |
| Fast, Free, No Stress, Easy | Kyle Brew | 3:02 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |