| Alright | Adam Carroll | 3:04 | |
| Last Ride | Ana Egge | 4:15 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| Chip of a Star | Chatham County Line | 4:30 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Perfect | The Mastersons | 4:03 | |
| Diamond in the Rough | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Late September | Watchhouse | 4:20 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Howard Hughes Blues | Robert Ellis, Courtney Hartman | 2:50 | |
| Tonight I'm Paying the Rent | Amy Ray | 4:17 | |
| Railroad Man | The Stray Birds | 3:44 | |
| Crossing Muddy Waters | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |
| Countryside | Charlie Marie | 3:08 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
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| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Stormy Weather | Sarah Gayle Meech | 2:41 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Bees In The Shed | Amanda Shires | 4:06 | |
| Do I Ever Cross Your Mind | Justin Townes Earle, Dawn Landes | 2:25 | |
| I Love You, Charlene | The Local Honeys | 2:54 | |
| Don't You Sleep | Ana Egge | 3:14 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Wild Women | Margo Price | 2:57 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Fifth of July | Ana Egge | 2:34 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Play Me Another One | The Breakmen | 3:13 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| 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 | |
| Best Medicine | The Stray Birds | 4:00 | |
| High Sierra | The Brother Brothers, Michaela Anne | 3:07 | |
| All Kinds Of People | Lilly Hiatt | 2:39 | |
| Earthly Justice | Western Centuries | 4:03 | |
| All the Mornings Have an Echo | Forest Sun | 2:55 | |
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | |
| Slippin' | Amanda Shires | 2:39 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Time or Tears | Laney Lou and the Bird Dogs | 3:37 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Long Haul | Caroline Spence | 4:01 | |