| Old Shoes | Tom Waits | 4:25 | |
| Chalk | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:40 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| Sake of the Song | Hayes Carll | 4:44 | |
| Battlechain Rose | Nicki Bluhm | 3:40 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| It Don't Suit Me (Like Before) | John Moreland | 3:38 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Out on the Rise | The Deslondes | 5:11 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| When My Baby Left Me | Willie Watson | 3:49 | |
| Heartsick Blues | Luke Winslow-King | 3:42 | |
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | |
| I'll Be Yours | The Americans | 5:47 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Me and My Uncle | The Lone Bellow | 3:04 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Caleb Meyer | Gillian Welch | 3:01 | |
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| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Blackland Farmer | Hard Working Americans | 7:37 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| No Glory in Regret | John Moreland | 4:56 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Best Medicine | The Stray Birds | 4:00 | |
| Over the Hill and Through the Woods | Lillie Mae | 3:17 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| How I Wish My Train Would Come | Luther Dickinson | 4:32 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Rexanimarum | Israel Nash | 4:59 | |
| Wasteland | Dead Man Winter | 4:42 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Strange Faces | Daniel Romano | 3:00 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Lovesick Blues | Ryan Adams | 3:23 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Girl Of The North Country | Sam Bush | 5:17 | |
| Suit Of Lights | Alejandro Escovedo | 4:25 | |