| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Ricochet | Pieta Brown | 2:49 | |
| Manhattan Moon | Lucy Kaplansky | 3:54 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Because I Love You | Doug Paisley | 2:15 | |
| Carolina | The Honeycutters | 3:28 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Rosalie | Alejandro Escovedo | 3:49 | |
| Not for Money or Love | Kim Richey | 4:34 | |
| Forgive Me Annabelle | Rodney Crowell | 4:10 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
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| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Rain And Snow | The Be Good Tanyas | 4:01 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Blew Me Away (feat. Kim Richey) | Jon Randall, Kim Richey | 3:39 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Always | John Gorka | 3:55 | |
| Down At The Sea Hotel | Lynn Miles, Guy Davis, Eliza Gilkyson, Lucy Kaplansky, John Gorka | 4:11 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Mexico | Kim Richey | 3:42 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Silver Lining | Carl Anderson | 2:30 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Keep Coming Back | Gareth Dunlop, Kim Richey | 3:59 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Canola Fields | James McMurtry | 4:49 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Wondering How | Pieta Brown | 3:06 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Geronimo | Shannon McNally | 3:50 | |
| I Will Follow | Kim Richey | 2:43 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |