| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Pointing at the Sun | Cheryl Wheeler | 4:18 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Cactus Tree | Caroline Herring | 4:31 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Mad World, Outlive Me | Amelia Curran | 4:26 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Closer Now | Ruth Moody | 3:35 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Every Part of Me | Steve Earle | 2:51 | |
| Julia | Amelia Curran | 3:43 | |
| The Water is Wide | John Gorka | 4:28 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Lie Awake | Angel Snow | 3:09 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
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| One Paper Kid | Two Dollar Pistols, Tift Merritt | 4:48 | |
| Silence | John Gorka | 3:14 | |
| Carry Me | The Secret Sisters | 4:05 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Holler | Amy Ray | 3:40 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Ragdoll Princes & Junkyard Queens | Antje Duvekot | 3:03 | |
| Porch Light | Aoife O'Donovan | 3:17 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Homeless | Kris Delmhorst | 4:44 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Holding On | Cheryl Wheeler | 3:59 | |
| To Myself | Tift Merritt | 3:34 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| In the Way | Tift Merritt | 3:35 | |
| You Don't Make It Easy Babe | Josh Ritter | 2:32 | |
| Every River | Kim Richey | 3:59 | |
| Good Hearted Man | Tift Merritt | 3:39 | |
| Howl At The Moon | Cheryl Wheeler | 3:27 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| Geronimo | Shannon McNally | 3:50 | |
| The Things That Everybody Does | Tift Merritt | 3:05 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Kathy | Po' Girl | 4:17 | |