| Lindsey Button | David Rawlings | 5:03 | |
| Fucking Crazy | Robert Ellis | 3:17 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Kerr County Dopesick Blues | The Hill Country Devil | 3:44 | |
| Runnin' | Leah Blevins | 3:57 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| It's Not Hard To Say Goodbye Sometimes | Sean Rowe | 2:39 | |
| Lights of Cheyenne | James McMurtry | 6:40 | |
| Fear of Trains | William Elliott Whitmore | 4:00 | |
| Annabelle - Alternate Version | Gillian Welch | 3:55 | |
| Changing Hands (feat. Michael Rose) | Parker Millsap, Michael Rose | 2:44 | |
| Tall Green Grass | Cory Branan | 3:40 | |
| Can't Stay Long | Scott H. Biram | 3:18 | |
| Bury Me Far (from My Uniform) | Joe Pug | 4:07 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Keep Movin' | Goodnight, Texas | 4:00 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Barbara's Song | Ian Noe | 3:25 | |
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| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Black Dresses | The Builders and The Butchers | 3:29 | |
| Silverblade | Josh Ritter | 4:04 | |
| Baba O'Riley | The Ghost of Paul Revere | 4:46 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Lawless Soirez | Gill Landry | 4:01 | |
| Sallisaw Blue | John Moreland | 3:57 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| You Got to Me | James McMurtry | 5:23 | |
| Shotgun Betty | Sarah Shook & the Devil | 2:52 | |
| Ain't Gone Yet | William Elliott Whitmore | 5:19 | |
| White Flag | John Moreland | 4:08 | |
| The Flood in Color | Joe Pug | 2:37 | |
| Oval Room | Blaze Foley | 4:04 | |
| The Hanging Road | Joseph Huber | 6:33 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| Can't Go Back | William Elliott Whitmore | 4:03 | |
| The Trouble with Time | Darrin Bradbury, Margo Price | 2:18 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Lullaby | Willy Tea Taylor | 3:27 | |
| Trouble | Elizabeth Moen, William Elliott Whitmore | 3:28 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| The Mountain | Levon Helm | 3:35 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
