| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Reckless | Rodney Crowell | 3:30 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Heading Home | Pieta Brown | 3:43 | |
| No Angel Knows | Slaid Cleaves | 4:33 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| She's a River | Gurf Morlix | 4:28 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Ev'ry Soul Is There | Malcolm Holcombe | 3:21 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Bag of Weed | Grayson Capps | 5:44 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
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| Blameless | John Fullbright | 4:05 | |
| The Wolf | Gill Landry | 4:54 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Crossroads | Gurf Morlix | 4:25 | |
| Devil May Care | Son Volt | 2:58 | |
| Movin' On | Po' Girl | 2:51 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Yup | David Rawlings | 4:33 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Warm Guns | Western Centuries | 4:55 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Fear of Trains | William Elliott Whitmore | 4:00 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Every Kind of Wrong | John Moreland | 4:30 | |
| Walking Boss | Willie Watson | 2:48 | |
| Good Times | Ray Bonneville | 3:55 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Little Darlin' | Buddy & Julie Miller | 3:31 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
