| The Magic Kid | Hayes Carll | 4:08 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Wood View | Kacy & Clayton | 3:16 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| I Wish I Could Shimmy Like My Sister Kate | Checha & The Mortons, Daniel Romano, Rolando Vismara | 4:27 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | |
| Strange Country | Kacy & Clayton | 3:32 | |
| The Doorman | Watchhouse | 4:31 | |
| Latchkey Kid | John Moreland | 4:20 | |
| Mary | Kassi Valazza | 7:05 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| Downtown | The Cactus Blossoms | 3:14 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Forgotten Flowers | John Fullbright | 3:35 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Ain't Nobody Like Me | Bendik Brænne, Daniel Romano | 3:23 | |
| Drivin' | Robert Ellis | 2:46 | |
| Keep It Clean | Willie Watson | 3:35 | |
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| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| End of the World - Camera Varda | Carson McHone, Daniel Romano | 3:03 | |
| On The Night | Daniel Romano | 3:27 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| 99 Friends of Mine | Dan Reeder | 4:06 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Annie | Gill Landry | 3:33 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Just a Heart | Hurray For The Riff Raff | 3:34 | |
| Sad Baptist Rain | John Moreland | 3:25 | |
| Sorrow (For Leonard And William) | Daniel Romano | 3:31 | |
| Running on Empty | Kassi Valazza | 3:58 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Unsophisticated Heart | Joe Pug | 3:06 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Radios in Heaven | Iain Micah Weigert, Daniel Romano | 3:47 | |
| Poor Girls Of Ontario | Daniel Romano | 3:38 | |
| Boat's up the River | Jake Xerxes Fussell | 4:04 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Pilgrim's Progress | Kris Kristofferson | 2:14 | |
| Go Out On the Road | Hurray For The Riff Raff | 4:18 | |
| Dogwood | Terry Allen | 4:31 | |
| Breakfast | Darrin Bradbury | 3:06 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
