| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Lindsey Button | David Rawlings | 5:03 | |
| No Glory in Regret | John Moreland | 4:56 | |
| One More Second | Gurf Morlix | 5:06 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Made to Break | Otis Gibbs | 2:37 | |
| Calling for You | Iris DeMent | 3:18 | |
| Heal Me | Sarah Shook & the Disarmers | 3:08 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Far From Home | Western Centuries | 3:52 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Grave Angels | Joe Henry | 5:31 | |
| Airplane | David Rawlings | 4:44 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Texas Is My Mother | Alejandro Escovedo | 3:01 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
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| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| I Am the Road | The Cactus Blossoms | 2:47 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Refugee Blues | Aaron Lee Tasjan | 3:54 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Life is Fine | Tom Rush | 3:39 | |
| Stealin | North Mississippi Allstars | 2:54 | |
| Trust Yourself | Blackie & The Rodeo Kings | 4:20 | |
| Sign for a Sally | Malcolm Holcombe | 2:46 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| I Want My Dog To Live Longer (The Greatest Wish) | Curtis Salgado, Alan Hager | 2:47 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |