| Armed with a Broken Heart | John Gorka | 3:31 | |
| Tattered, Torn and Blue (And Crazy) | Michaela Anne | 3:20 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| Forty Miles From Nowhere | Rodney Crowell | 5:59 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Willow Tree | Diana Jones | 2:53 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Trying to Love You | Beth Nielsen Chapman | 3:35 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| The Gift | Lucy Kaplansky | 3:43 | |
| A Hold On Me | Diana Jones | 4:20 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Jimmy Sanchez | Bap Kennedy | 4:38 | |
| River Song | Tom Rush | 3:56 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| Darlin' | Madison Violet | 4:37 | |
| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
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| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Wasted Word | Kris Delmhorst | 3:22 | |
| Wise Woman | Caroline Herring | 3:10 | |
| Hard to Change | Meg Hutchinson | 3:22 | |
| Grave Angels | Joe Henry | 5:31 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Swimmer... | Amanda Shires | 3:09 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Heartbreak Tonight | Caroline Herring | 4:02 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Morningside | John Gorka | 3:46 | |
| Long Way | Antje Duvekot | 6:07 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Wisteria | Richard Shindell | 4:50 | |
| Oh What a Beautiful World | Rodney Crowell | 5:07 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Scared At Night | Kathleen Edwards | 4:09 | |
| I Know | Kim Richey | 3:13 | |
| Where I Am Now | Shelby Lynne | 3:40 | |