| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| You Got to Me | James McMurtry | 5:23 | |
| The Moorings | Andrew Duhon | 3:26 | |
| Brand New Start | Amanda Anne Platt & the Honeycutters | 3:13 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Rounder | Watchhouse | 3:46 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Runnin' Round | Brigitte DeMeyer, Will Kimbrough | 2:46 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| Brothers | Mary Gauthier | 2:50 | |
| Eurydice | Amanda Anne Platt & the Honeycutters | 4:34 | |
| 3/4 Time | Sam Lewis | 3:39 | |
| On and On | Dead Horses | 3:37 | |
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| It Don't Suit Me (Like Before) | John Moreland | 3:38 | |
| White Feather | Amanda Shires | 3:34 | |
| Hold on Me | Twisted Pine | 5:16 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| Millionaire | Kevin Welch | 3:59 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| All You Ever (Live) | Amanda Anne Platt & the Honeycutters | 5:37 | |
| Somebody New | Michaela Anne | 5:23 | |
| Far From Home | Western Centuries | 3:52 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Time Rolls By | Caitlin Canty | 3:35 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Early Morning Rain | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:37 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Strange Fascination | Chatham County Line, Sharon Van Etten | 4:18 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Overland | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:25 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Headlight | Della Mae | 3:54 | |
| Farewell Tenderhearts | Birds of Chicago | 4:51 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| We'll Be Alright | Lukas Nelson and Promise of the Real | 5:01 | |