| Unknown Legend | Caitlin Canty | 3:55 | |
| Nine Foot Problem | Otis Gibbs | 4:07 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| One More Second | Gurf Morlix | 5:06 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Today I Started Loving You Again | Bruce Robison, Kelly Willis | 3:14 | |
| Fill Those Shoes | Malcolm Holcombe | 5:01 | |
| Undone | Yarn | 3:27 | |
| You're the Girl I Love | Steve Goodman | 5:03 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Misery Loves Company | Malcolm Holcombe | 3:27 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Airplane | David Rawlings | 4:44 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
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| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Behind the Number One | Malcolm Holcombe | 4:01 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Ain't It The Truth | The Honeycutters | 3:45 | |
| Voices | Tom Rush | 3:22 | |
| Coast | Eliza Gilkyson | 3:25 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Good as Gold | Bap Kennedy | 2:48 | |
| Slippin' | Amanda Shires | 2:39 | |
| Better Woman | The Honeycutters | 4:32 | |
| Santa Ana Winds | Waylon Payne | 4:16 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| My Boat | Tift Merritt | 4:13 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Trucker's Funeral | Whitney Rose | 4:55 | |
| Scarlett Roses | Grayson Capps | 4:33 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Jaws Of Life | James McMurtry | 5:34 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |