| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Got a Lotta Love | The Cactus Blossoms | 3:02 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Rogers Park | Justin Townes Earle | 4:27 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Train Song | Watchhouse | 2:02 | ||
| Last of the Better Days Ahead | Charlie Parr | 3:11 | ||
| Atomic Power | Uncle Tupelo | 1:52 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Never Tire of the Road | Rachel Baiman | 3:45 | ||
| Ain't Gone Yet | William Elliott Whitmore | 5:19 | ||
| Wasted and Rollin' | Amanda Shires | 3:52 | ||
| She Was The World To Me | Daniel Romano | 4:55 | ||
| Mama | Lula Wiles | 3:18 | ||
| Blues Came Down | Joe Pug | 2:25 | ||
| Dallas | The Flatlanders | 3:01 | ||
| There Was a Time | Watchhouse | 4:14 | ||
| Back in My Day Blues | Otis Gibbs | 3:14 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
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| Someday/Sometime | Scott Miller | 3:54 | ||
| Time Stands Still | Chris Smither | 3:45 | ||
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | ||
| Louise | The Deslondes, Dan Cutler | 3:17 | ||
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | ||
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | ||
| Pale Fire | Amanda Shires | 3:16 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| Long Island Sound | James McMurtry | 6:47 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | ||
| Stoplight Kisses | The Cactus Blossoms | 2:17 | ||
| Brokedown Palace | Shinyribs | 6:24 | ||
| Least Most Wanted | Frog Holler | 4:19 | ||
| Have You Ever Wanted to Die | Jonny Fritz | 1:56 | ||
| Flat Top Guitar | Ana Egge | 2:50 | ||
| Dogs in the Daylight | Jeffrey Martin | 5:17 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Lullaby | Willy Tea Taylor | 3:27 | ||
| Methhead | Ian Noe | 3:50 | ||
| Honky Tonks and Taverns | Lillie Mae | 2:19 | ||
| Say What You Will | Joe Fletcher & the Wrong Reasons | 2:29 | ||
| Breakfast | Darrin Bradbury | 3:06 | ||
| Get A Better One | Chris Smither | 2:46 | ||
| Hurtin' (On the Bottle) | Margo Price | 4:12 | ||
