| Big Idea | Chris Acker, The Growing Boys | 2:58 | |
| Colorado Sky | Cristina Vane | 3:08 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| .38 Special | Rattlesnake Milk | 4:29 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Red Sunrise | Two Runner | 4:47 | |
| Blueberry Hill | Cristina Vane | 4:00 | |
| I Won't Be Afraid | Willi Carlisle | 3:57 | |
| June or September | Blaze Foley | 2:40 | |
| Tortilla Moon | Scott Ballew | 3:24 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Running on Empty | Kassi Valazza | 3:58 | |
| Herding Song | Riddy Arman | 2:07 | |
| The Game | Esther Rose | 5:04 | |
| Salford Boys | Josh Okeefe | 1:50 | |
| Messin' with Me | Emily Nenni | 3:25 | |
| Clay Pigeons | Dylan Earl | 2:58 | |
| OK Do Stuff | Chris Acker | 1:48 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| You Were Born To Die | Cat Clyde, Jeremie Albino | 2:21 | |
| You Made It This Far | Esther Rose | 3:08 | |
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| Colors | Senora May, Jessica Lea Mayfield | 3:01 | |
| Canyon | Emily Nenni | 3:02 | |
| Open Roads | Jade Brodie | 3:07 | |
| Good Kid | Chris Acker | 2:41 | |
| Marlboro Man | Kyle Brew | 4:16 | |
| Livin' in the Woods in a Tree | Blaze Foley | 2:09 | |
| No Mama Blues | Sam Doores, Riley Downing, The Tumbleweeds | 3:44 | |
| Border Kid (feat. Ryan Bingham) | Scott Ballew, Ryan Bingham | 3:23 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Keep It on A Burner | Margo Cilker | 4:27 | |
| Woke up in Love | Croy and the Boys | 3:37 | |
| The South Saskatchewan River | Kacy & Clayton | 3:43 | |
| Annie | Rachel Baiman, Erin Rae | 2:53 | |
| Rise and Fall | Nick Hans | 3:54 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| Dogs of Mexico | Senora May | 3:53 | |
| Lovers And Leavers | Rachel Baiman | 3:11 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Rapture | Kassi Valazza | 4:33 | |
| Prayer For The Blind | Cristina Vane | 2:15 | |
| Rollin' - GemsOnVHS Field Recording | Jeremie Albino, GemsOnVHS | 3:21 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| The Down and Back | Willi Carlisle | 1:45 | |
| Jeremiah | Sierra Ferrell | 3:03 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Kitchen Floor | S.G. Goodman | 4:42 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
