| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Chris Isaak | Lydia Loveless | 4:33 | |
| Troubled End | Jade Jackson | 3:41 | |
| Sunday's Children | Kelsey Waldon | 3:30 | |
| Call Me Sometime | Becky Warren | 3:24 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Solitary Confinement | Sarah Shook & the Disarmers | 2:41 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| Servant of Love | Charley Crockett | 1:50 | |
| Laugh to Keep from Crying | Emily Nenni | 3:44 | |
| Verde River | Kassi Valazza | 4:24 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| I'm Broke | Croy and the Boys | 2:52 | |
| The Last Tear | Lilly Hiatt | 3:31 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| Got Your Six | Mary Gauthier | 2:38 | |
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| Highway Bound | Pat Reedy | 1:50 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Sallisaw Blue | John Moreland | 3:57 | |
| Honey, Let's Stay In | Nick Shoulders | 3:21 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Years - Audiotree Live Version | Sarah Shook & the Disarmers, Audiotree | 3:17 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Turn It Up | Gillian Welch | 1:52 | |
| Strange | Dylan Earl | 2:23 | |
| Don’t Drink The Water | Justin Townes Earle | 4:41 | |
| Cracklins | The Gourds | 4:25 | |
| I Owe You Nothin' | Emily Nenni | 4:36 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Morning Star | Dylan Earl | 2:27 | |
| Drivin' | Robert Ellis | 2:46 | |
| Gear Jammin' Daddy | JP Harris | 3:33 | |
| Sunday Sun | Garrett T. Capps | 3:46 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Weight Of The Gun | Corb Lund | 3:40 | |
| Short Hair Woman | Justin Townes Earle | 2:49 | |
| Tennessee Song | Margo Price | 4:40 | |
| Black & Blue | Zephaniah OHora | 3:10 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Cigarette Trees | The Local Honeys | 2:43 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |