| Primer Gray | Slaid Cleaves | 3:58 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Promised Land | Andrew Duhon | 3:08 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Shining in the Distance | The Stray Birds | 4:25 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Idaho | Jeffrey Foucault | 4:12 | |
| The Door Was Always Open | Joe Pug | 2:49 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Ruby | Eddie Berman | 4:43 | |
| Annie | Yarn | 4:05 | |
| Airplane | David Rawlings | 4:44 | |
| Won't Be the Last Time | Justin Townes Earle | 3:11 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
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| Deep Blue Sea | Dead Horses | 4:03 | |
| Starlight And Static | Jeffrey Foucault | 3:31 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Battle Hymn (of the College Dropout Farmhand) | Jeffrey Foucault | 4:39 | |
| Angel In Woodstock | Yarn | 4:01 | |
| Railroad Man | The Stray Birds | 3:44 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Shirt | Peter Mulvey | 3:32 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Willin' | Richard Shindell | 3:15 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| I Love You (And You Are a Fool) | Jeffrey Foucault | 2:28 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| One of Many | Joe Pug | 3:09 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Northbound 35 | Richard Shindell | 5:18 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| The Whistle Is Blowing | The New Basement Tapes | 5:16 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |