| The Ballad of the Opening Band | Jeff Tweedy | 4:27 | |
| Devil May Care | Son Volt | 2:58 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| Jokerman | Eliza Gilkyson | 6:15 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Not Everything That Counts Can Be Counted | Billy Bragg | 4:13 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Tulsa County - Single Version | Son Volt | 2:53 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| I'm Over You | The Silos | 4:58 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
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| Brothers | Mary Gauthier | 2:50 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| River Floor | Joe Henry | 4:34 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Back In the High Life Again | Warren Zevon | 3:13 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| My Hometown | North Mississippi Allstars | 4:40 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Lost Love | Jeff Tweedy | 2:28 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Joe DiMaggio Done It Again | Billy Bragg, Wilco | 2:30 | |
| Last One Out | Joe Henry | 5:30 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| My Thirty Thousand | Billy Bragg, Wilco | 2:36 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Happy And Free | Colvin & Earle | 2:17 | |
| Two Angels | Peter Case | 4:32 | |