| Delta Line | Emily Scott Robinson | 3:51 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Texas River Song | Lyle Lovett | 4:09 | |
| Long Journey Home | Miko Marks, The Resurrectors | 3:05 | |
| Will You Walk With Me | Anne & Pete Sibley | 3:17 | |
| Onto You | Caitlin Canty | 3:30 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Piedmont Sky | Caleb Caudle | 3:00 | |
| Working Man | Maya De Vitry | 3:22 | |
| Forever and Then Some | Lillie Mae | 4:49 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Nursery Rhyme | Amanda Shires | 2:32 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Guilt (feat. Ana Egge) | The RT's, Ana Egge | 3:34 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Railroad Bill (pt1) | Too Sad for the Public, Ana Egge | 3:08 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Where Can I Go | The Gage Brothers | 3:07 | |
| Chestnut Tree | Ana Egge | 2:33 | |
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| Buddies | Lauren Barth | 3:25 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| Analog | Whitney Rose | 3:24 | |
| All the Mornings Have an Echo | Forest Sun | 2:55 | |
| Motorcycle | Ana Egge | 3:01 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Lullaby | Dori Freeman | 3:25 | |
| In My Dreams | Sam Lewis | 3:20 | |
| Black Maria | Three Tall Pines | 4:42 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| I Don't Think About You at All | Lauren Morrow | 4:22 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Traveling Mercies | Emily Scott Robinson | 3:29 | |
| Mama | Lula Wiles | 3:18 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Turning Away | Ana Egge | 2:41 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Still a Child | Dori Freeman | 3:41 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Earthly Justice | Western Centuries | 4:03 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Adelaide | The Stray Birds | 3:44 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |