| What They Say | Chris Smither | 2:46 | |
| River Girl | Kelley Mickwee | 4:47 | |
| When You Change Your Mind | AJ Lee & Blue Summit | 3:36 | |
| Railroad Bill (pt1) | Too Sad for the Public, Ana Egge | 3:08 | |
| Working Man | Maya De Vitry | 3:22 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Sadder Day | Western Centuries | 4:30 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| I'll Be Here in the Morning | 10 String Symphony | 4:34 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Eden | Amanda Anne Platt & the Honeycutters | 5:32 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Coyotes Sing Tonight | Melissa Carper, Rebecca Patek | 2:38 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Blue Sky Moon | Caitlin Canty | 4:20 | |
| Bright Shadow | Ana Egge | 2:54 | |
| You Got to Me | James McMurtry | 5:23 | |
| Like You Used To | Watchhouse | 4:37 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
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| Prairie Funeral | Brennen Leigh | 3:04 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| If It Were Up to Me | Ana Egge | 3:13 | |
| Sally Ann | Wild Ponies | 2:59 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Losing You Blues | Sister Sadie | 2:48 | |
| Jenny Run Away | Ana Egge | 2:23 | |
| On and On | Dead Horses | 3:37 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Morning Bugle | Robert Ellis, Courtney Hartman | 3:00 | |
| Closer to the Mill (Going to California) | JP Harris, Chance McCoy | 2:28 | |
| Deep Waters | The Lonely Heartstring Band | 3:24 | |
| Gospel Shoes | Watchhouse | 4:05 | |
| Last Day of Our Acquaintance | Ana Egge | 4:25 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| When They Dance the Mountains Shake | The Lowest Pair | 3:39 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Picking Up Pieces | Watchhouse | 3:52 | |
| River Under the Road | Ana Egge | 3:30 | |
| Love’s Gonna Live Here | Buddy Miller, Kacey Musgraves | 2:14 | |
| Road Less Traveled | Yarn | 2:58 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Turning Away | Ana Egge | 2:41 | |
| Buddies | Lauren Barth | 3:25 | |