| Love Song | Dawn Landes | 4:15 | |
| Bees In The Shed | Amanda Shires | 4:06 | |
| Thursday's Child | Aoife O'Donovan | 3:53 | |
| Pink Rabbits | Caitlin Rose | 3:48 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Small Talk Relations | Tift Merritt | 3:23 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Pearls | Aoife O'Donovan | 4:05 | |
| The Water is Wide | John Gorka | 4:28 | |
| Looking For A Place To Land | Justin Townes Earle | 3:28 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| End of the Line | Hurray For The Riff Raff | 3:38 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Lingering On | Tift Merritt | 2:43 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Long Black Veil | Caroline Herring | 3:14 | |
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| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Go Out On the Road | Hurray For The Riff Raff | 4:18 | |
| You Might As Well | Sera Cahoone | 3:12 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Heartache Is an Uphill Climb | Tift Merritt | 3:14 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| These Roads Don't Move | Jay Farrar, Benjamin Gibbard | 3:05 | |
| Drifted Apart | Tift Merritt | 3:34 | |
| One Paper Kid | Two Dollar Pistols, Tift Merritt | 4:48 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| My Heart Is Free | Tift Merritt | 3:29 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| I Cry Everyday | Shelby Lynne | 4:18 | |
| Let There Be Lonely | The Secret Sisters | 3:09 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Kathy | Po' Girl | 4:17 | |