| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| I Know What It's Like | Amanda Shires | 4:38 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| The Highway - Radio Edit | Holly Williams | 3:28 | |
| Porch Light | Aoife O'Donovan | 3:17 | |
| Manhattan Moon | Lucy Kaplansky | 3:54 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Loaner | Lillie Mae | 4:45 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| Love All Night (Work All Day) | Yola | 3:33 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Late Bloomer | The Secret Sisters | 4:20 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Best Years of My Life | Pistol Annies, Miranda Lambert, Ashley Monroe, Angaleena Presley | 3:42 | |
| Old Men Young Women | Lori McKenna | 3:42 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Didn't Know What I Was Missing | Alastair Moock, Lori McKenna | 3:29 | |
| If Something Breaks | Front Country | 4:56 | |
| Where You Are - Acoustic | Tenille Townes | 4:03 | |
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| On and On | Dead Horses | 3:37 | |
| Uphill | Lori McKenna | 3:01 | |
| Crossing Muddy Waters | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |
| Oh My Love | The Small Glories | 3:20 | |
| Swimmer... | Amanda Shires | 3:09 | |
| All the Beds I've Made (Acoustic) | Caroline Spence | 3:33 | |
| A Good Man | Holly Williams | 4:01 | |
| We Were Cool | Lori McKenna | 3:22 | |
| Willie Nelson | Monica Rizzio | 3:42 | |
| Save This Heart | Molly Tuttle | 3:01 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| Black Ribbons | Gretchen Peters | 4:56 | |
| Make Every Word Hurt | Lori McKenna | 4:34 | |
| It Don't Suit Me (Like Before) | John Moreland | 3:38 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Overalls | Emily Scott Robinson | 3:52 | |
| Faceplant | Ruston Kelly | 3:41 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| I Drink | Mary Gauthier | 4:30 | |
| Memphis | Liz Longley | 3:48 | |
| Long Black Veil | Rosanne Cash, Jeff Tweedy | 3:10 | |
| Eachother [Feat. Jackson Browne, Marcus King, & Lucius] | Grace Potter, Jackson Browne, Marcus King, Lucius | 4:02 | |
| I Know | Kim Richey | 3:13 | |
| Everyone But Me | Rosanne Cash | 3:37 | |