| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Jane Jane | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:06 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Jailbird | Jim White | 5:44 | |
| The Desperate Kingdom of Love | Giant Sand | 3:26 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Filled With Wonder Once Again | Bill Fay | 3:07 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Laminated Cat | Jeff Tweedy | 3:49 | |
| Surrounded | Richard Buckner | 2:47 | |
| The Beast in Me | Nick Lowe | 2:28 | |
| No Love Today | Chris Smither | 4:44 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Furniture Man | Jake Xerxes Fussell | 4:39 | |
| Animal Skin | Joe Henry | 5:54 | |
| Gathered | Howe Gelb, Pieta Brown | 3:27 | |
| If I Had the World to Give | Bonnie Prince Billy | 2:37 | |
| Song That I Know | Joe Henry | 4:34 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
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| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Lowe Bonnie | Jake Xerxes Fussell | 6:44 | |
| Cool Your Jets | The Delines | 4:19 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Airplane | David Rawlings | 4:44 | |
| Lead Me On | Joe Henry, Lisa Hannigan | 4:30 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Jesus, Etc. | Bill Fay | 4:17 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Codeine Arms | Eilen Jewell | 3:38 | |
| Easy Now | Joan Shelley | 3:41 | |
| Beyond the Shore | Willard Grant Conspiracy | 3:13 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Lost Love | Jeff Tweedy | 2:28 | |
| Canyoneers | Jake Xerxes Fussell | 4:33 | |
| American Tune | Allen Toussaint | 4:59 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Birds And Ships | Billy Bragg, Wilco, Natalie Merchant | 2:15 | |
| Go With God (Topless Shoeshine) | Joe Henry | 4:43 | |
| Sisters Of Mercy | Beth Orton | 4:40 | |
| Galbraith Street | Ron Sexsmith | 3:05 | |
| The Maker | Willie Nelson | 5:08 | |
| Fat | Joe Henry | 3:25 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Speaking With The Angel | Ron Sexsmith | 3:37 | |
| Run Honey Run | John Martyn | 2:34 | |
