| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| I’m In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Dixie | Gill Landry | 3:21 | |
| Runnin' Round | Brigitte DeMeyer, Will Kimbrough | 2:46 | |
| Your Sister | Gurf Morlix | 2:37 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Jesus in Pajamas | Kinky Friedman | 3:31 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| The Long Game | Western Centuries | 4:20 | |
| Lost (For As Long As I Live) | Daniel Romano | 3:06 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
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| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Georgia Buck | Jake Xerxes Fussell | 2:06 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| One Red Rose | Iris DeMent | 3:07 | |
| On Tennessee Land | Malcolm Holcombe | 2:19 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Lincoln Continental | The Felice Brothers | 3:18 | |
| Avalon, My Hometown | Bruce Cockburn | 4:20 | |
| Alright | Adam Carroll | 3:04 | |
| Grave Angels | Joe Henry | 5:31 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Needed | Robbie Fulks | 5:07 | |
| Fire Dancer | John R. Miller | 4:07 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Deeper Well | David Olney | 3:07 | |
| Dressed In White | Malcolm Holcombe | 3:17 | |
