| Soldiering On | Mary Gauthier | 5:32 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Green Grows the Laurel | Kacy & Clayton | 4:38 | |
| Morning is My Godmother | Bill Callahan | 2:10 | |
| If I Had Wings | Le Ren | 4:33 | |
| Easy Now | Joan Shelley | 3:41 | |
| Nursery Rhyme | Amanda Shires | 2:32 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Undead God of War | Tré Burt | 2:46 | |
| Happy Day (Sister My Sister) | Hiss Golden Messenger | 5:28 | |
| Peace I | Dallas Acid, Bill Callahan, Ariel Kalma, Laraaji | 9:06 | |
| Rosey | Bermuda Triangle | 3:45 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Wasted | Jim James | 1:55 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| The Wind and The Dove | Bill Callahan | 4:34 | |
| Not Over By Half | Joan Shelley | 4:33 | |
| Love Soldiers On | Tift Merritt | 2:59 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| The Wheel of Fortune | Josephine Foster | 5:11 | |
| Starter Home | Doug Paisley | 4:12 | |
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| Lowlands | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:29 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Call Him Daylight | Hiss Golden Messenger | 3:32 | |
| Rock Salt and Nails | Bob Neuwirth | 4:45 | |
| What Are You? | Bonnie Prince Billy, Matt Sweeney | 2:38 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Wild Mountain Thyme | Steve Gunn, Cass McCombs | 4:46 | |
| Lingering On | Tift Merritt | 2:43 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Downbound Train | Joe Pug | 4:05 | |
| The Way | Will Oldham | 3:31 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Little Pink | Kaia Kater | 4:01 | |
| Jenny Come In | Joan Shelley | 4:10 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| The Ways of a Woman in Love | John Prine | 1:36 | |
| Say Valley Maker | Smog | 5:10 | |
| Night Rider's Lament (feat. Cory Hanson) | Bill Callahan, Bonnie Prince Billy, Cory Hanson | 4:59 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Snow Bird | Noah23, Bill Callahan | 4:51 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Holler | Amy Ray | 3:40 | |
| Angel from Montgomery - 2020 Remaster | John Prine | 3:46 | |
| Undress | The Felice Brothers | 3:52 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Sometimes I Forget | Loudon Wainwright III | 5:52 | |
| Before You Leave | Mary Gauthier | 3:42 | |