| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Sadder Day | Western Centuries | 4:30 | |
| This Year | Chatham Rabbits | 3:15 | |
| Tell Me | Kristina Murray | 3:42 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Eden | Amanda Anne Platt & the Honeycutters | 5:32 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Sweet Diane | Michigan Rattlers | 3:30 | |
| Let's Have A Good Thing Together | Jim Lauderdale | 2:09 | |
| Don't Mind the Morning | The Mallett Brothers Band | 3:16 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| They Don't Make 'em... | Andrew Duhon | 3:48 | |
| Angeline | James McMurtry | 4:04 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Milk & Honey | Senora May | 5:08 | |
| Earthly Justice | Western Centuries | 4:03 | |
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| 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 | |
| I Let You Down | Yarn | 5:16 | |
| Moondog | Joseph Huber | 3:22 | |
| Whirlwind | Old Crow Medicine Show | 4:04 | |
| Bosler | Jalan Crossland | 3:50 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| To The Wild | The Steel Wheels | 4:13 | |
| Greasy Dollar | David Childers | 3:46 | |
| There Was a Time | Watchhouse | 4:14 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Living in Raleigh Now | Chatham County Line | 2:37 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Jacki With an Eye | Scott Miller | 3:03 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Sandhill Cranes | Birds of Play | 4:39 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Irene | Ian Noe | 3:53 | |
| Tennessee Song | Margo Price | 4:40 | |
| Take It from Me | Andrew Combs | 4:17 | |
| Can You Hear Me Tonight? (Solo Acoustic) - Live | Scott Miller | 3:04 | |
| Sidelong | Sarah Shook & the Disarmers | 4:10 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Absolution | Scott Miller | 3:22 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| It Didn't Take Too Long | Scott Miller | 2:20 | |
| Dry River | James McMurtry | 5:02 | |