| Babe, I've Got to Go | Garrett T. Capps | 4:03 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Wichita - Revival Outtake | Gillian Welch | 2:50 | |
| Finish Line | Jade Jackson | 4:03 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Movin' On | Justin Townes Earle | 4:41 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Black Dog | Blue Mountain | 2:34 | |
| They Don't Know | Lydia Loveless | 2:50 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Chase the Feeling | Kris Kristofferson | 4:06 | |
| Piedmont Sky | Caleb Caudle | 3:00 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Sad Baptist Rain | John Moreland | 3:25 | |
| European | Lydia Loveless | 4:47 | |
| They Poisoned Our Fathers | Divided Heaven, Lydia Loveless | 3:59 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
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| Tennessee Song | Margo Price | 4:40 | |
| Irene | Ian Noe | 3:53 | |
| Made in America | Kristina Murray | 4:37 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Breakdown On 20th Ave. South | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:54 | |
| Sidelong | Sarah Shook & the Disarmers | 4:10 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| Do the Right Thing | Lydia Loveless | 2:27 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Handyman | Esther Rose | 2:46 | |
| Swimmer... | Amanda Shires | 3:09 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| No Name | Sarah Shook & the Disarmers | 3:06 | |
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | |
| Somebody's Drinking About You | Brennen Leigh | 2:56 | |
| Dead Writer | Lydia Loveless | 4:16 | |
| Buddies | Lauren Barth | 3:25 | |
| Our Love Is Done | Hannah Juanita | 4:12 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Break out the Champagne | Amanda Shires | 2:45 | |
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |