| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Railroad Bill (pt1) | Too Sad for the Public, Ana Egge | 3:08 | |
| Angel from Montgomery | Rainbow Girls | 2:49 | |
| Gospel Shoes | Watchhouse | 4:05 | |
| Carlisle's Haul | James McMurtry | 7:13 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Birds of the Borderland | The Stray Birds | 3:47 | |
| The Ballad of Jean Genet | Ana Egge | 3:14 | |
| Time Honored Tradition | Natalie Hemby | 3:16 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| The Whole World Round | Redbird | 2:22 | |
| Bright Shadow | Ana Egge | 2:54 | |
| I Thought You Were Somebody Else | Mary Bragg | 3:16 | |
| My Blinded Heart | Watchhouse | 4:47 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Bohemian Wedding Song | Shannon McNally | 5:49 | |
| Talco Girl | Ana Egge | 3:38 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Guilt (feat. Ana Egge) | The RT's, Ana Egge | 3:34 | |
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| Walking Each Other Home | Mary Gauthier | 4:17 | |
| The Carolinian | Chatham County Line | 3:59 | |
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | |
| Silver Lining | Carl Anderson | 2:30 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Lonesome Town | Front Country | 3:10 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Our Lady of the Tall Trees | Cahalen Morrison & Eli West | 3:43 | |
| Johnny's Garden | Ana Egge | 2:53 | |
| What They Say | Chris Smither | 2:46 | |
| Shake Sugaree | Too Sad for the Public, Ana Egge | 2:31 | |
| Yellow Cedar Waxwing | Brennen Leigh | 1:52 | |
| In My Cups | Western Centuries | 3:02 | |
| Sun's Work Undone | Hackensaw Boys | 3:23 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| Kristine | Joe Purdy | 3:54 | |
| Here I Am in Love Again | Robert Ellis, Courtney Hartman | 3:19 | |
| Road Less Traveled | Yarn | 2:58 | |
| Breaking Like The Sun | The Steel Wheels | 3:14 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Just Like Leaving | Bella White | 3:26 | |
| Wake Me When It's Over | I'm With Her, Sara Watkins, Aoife O'Donovan, Sarah Jarosz | 4:18 | |
| Troubles | Tara Nevins | 4:03 | |
| River Of Fools | Logan Ledger | 3:11 | |
