| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Lights of Cheyenne | James McMurtry | 6:40 | |
| The Man in Me | Lonnie Mack | 3:08 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Airplane | David Rawlings | 4:44 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Devil May Care | Son Volt | 2:58 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| See the Elephant | James McMurtry | 4:25 | |
| Ain't It The Truth | The Honeycutters | 3:45 | |
| Moonshine | Luther Dickinson | 4:40 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| A Hard Rain's A-Gonna Fall | Eliza Gilkyson | 6:28 | |
| Wild Things | Gurf Morlix | 2:57 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
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| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Undone | Yarn | 3:27 | |
| Leavin' Anna | Malcolm Holcombe | 3:47 | |
| Long Time Gone | Peter Case | 4:29 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Every Grain Of Sand | Willie Nile | 3:55 | |
| I Feel Like a Train | Malcolm Holcombe | 5:12 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Diamonds Back To Coal | Jeremy Ivey | 4:03 | |
| Shy Star | Ray Bonneville | 4:04 | |
| Vaquero | James McMurtry | 4:41 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Crossroads | Gurf Morlix | 4:25 | |
| Ruby and Carlos | James McMurtry | 6:24 | |
| Civilized Hell - Alternate Version | Lukas Nelson and Promise of the Real | 5:35 | |
| Bring It On | Slaid Cleaves | 4:11 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |