| Rookie Dreaming | Courtney Marie Andrews | 3:27 | |
| Sponge | Vic Chesnutt | 3:32 | |
| Only One and Only | Gillian Welch | 5:33 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| I Had a Real Good Mother and Father | Gillian Welch | 3:12 | |
| Camilla | Caroline Herring | 4:13 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Twenty Cycles To The Ground | Jason Molina, Will Johnson | 3:07 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| Sleeper | Greg Brown | 4:29 | |
| Maureen | Vetiver | 3:32 | |
| Copperstown | The Felice Brothers | 6:13 | |
| Tin Foil | The Handsome Family | 2:41 | |
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| Happy | Jenny Lewis, The Watson Twins | 4:16 | |
| Heather Remind Me How This Ends | Dolorean | 2:44 | |
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| River Low | Joan Shelley | 3:31 | |
| As Tears Roll By | Daniel Lanois | 3:55 | |
| Fourth Time Around | Yo La Tengo | 5:07 | |
| Mystifies Me | Son Volt | 4:12 | |
| The Desperate Kingdom of Love | Giant Sand | 3:26 | |
| Don't Fade On Me | Magnolia Electric Co., Jason Molina | 4:17 | |
| Stubborn Beast | Jolie Holland | 4:06 | |
| There's a Rugged Road - Remastered | Judee Sill | 3:44 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| Oh, My Girl | Jesse Sykes & The Sweet Hereafter | 4:38 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Michigan Girls | Califone | 4:00 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| The Roundabout | Ryley Walker | 4:41 | |
| Not Over By Half | Joan Shelley | 4:33 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Guitar Man | David Rawlings | 3:30 | |
| Just Be Simple | Songs: Ohia, Jason Molina | 4:20 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| Ghost Of A Dog | Edie Brickell & New Bohemians | 1:34 | |
| Pull | Richard Buckner | 2:40 | |
| Please, Please Baby | Reckless Kelly, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 2:43 | |
| Duchess | Scott Walker | 2:48 | |
| Talking Empty Bed Blues | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:09 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Down Low | Teddy Thompson | 5:52 | |
| Beat The Retreat | Richard & Linda Thompson | 5:52 | |