| Reckless | Rodney Crowell | 3:30 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| West Memphis | Lucinda Williams | 5:44 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| No Goodwill Stores In Waikiki | Gurf Morlix | 3:09 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| East Side of Town | Lucinda Williams | 4:56 | |
| Grave Angels | Joe Henry | 5:31 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Movin' On | Po' Girl | 2:51 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| Every Kind of Wrong | John Moreland | 4:30 | |
| Postcard from Mexico | Kieran Kane, Kevin Welch, Fats Kaplin | 2:34 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Lonely Days | Michael van Merwyk | 2:32 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Traveling Alone | Tift Merritt | 4:44 | |
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| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Road To Oblivion | Bow Thayer, Levon Helm | 4:17 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Twelve Men Dead In Sago | Otis Gibbs | 2:38 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| Cemetery Road | Ray Bonneville | 3:36 | |
| Laid Back | Cary Morin | 3:26 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Our Town | Iris DeMent | 5:00 | |
| Ricochet | Pieta Brown, Justin Vernon | 2:49 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Kansas City | Otis Gibbs | 3:45 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| States I'm In | Bruce Cockburn | 5:42 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Aragon Mill | Amythyst Kiah | 3:59 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| The Maker | Willie Nelson | 5:08 | |
| Esther | Ramsay Midwood | 4:37 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Ambrose Larsen | Tom Russell, Sondre Bratland, Iris DeMent | 4:50 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
