| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| What It Takes | Sarah Shook & the Disarmers | 3:41 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Moondog | Joseph Huber | 3:22 | |
| Amen, So Be It | John Moreland | 3:07 | |
| Wasco | Jaime Wyatt | 4:27 | |
| Make It Up To Mama | Sarah Shook & the Disarmers | 2:45 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Big Time | Abby Hamilton | 2:39 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| I Like Austin, But I Love San Antone | Garrett T. Capps | 3:10 | |
| Long Low Down | Whiskey Shivers | 4:30 | |
| Somebody Else | Sarah Shook & the Disarmers | 3:01 | |
| Make Something Outta Me | Jaime Wyatt | 2:58 | |
| Wild Birds | Western Centuries | 4:25 | |
| Katie | Fred Eaglesmith | 3:42 | |
| T Total Tommy | Jamie Lin Wilson | 4:12 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Lonely Like Me | Nick Shoulders | 3:09 | |
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| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| No Regular Dog | Kelsey Waldon | 3:20 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Sometimes Dogs Bark at Nothing | JP Harris | 2:27 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| Hurtin' (On the Bottle) | Margo Price | 4:12 | |
| The Highway 16 Shuffle | Garrett T. Capps | 3:41 | |
| Dive Bar Sweetheart | Becky Warren | 3:31 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| I Owe You Nothin' | Emily Nenni | 4:36 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Good as Gold - Audiotree Live Version | Sarah Shook & the Disarmers, Audiotree | 3:08 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Diminished Things | Joseph Huber | 5:31 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Nightroamer | Sarah Shook & the Disarmers | 3:00 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| The Buck Starts Here | Robbie Fulks | 3:44 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Horses | Slaid Cleaves | 3:12 | |