| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Bluebird | Jim White, M. Ward | 5:29 | |
| Am I That Lonely Tonight? | Justin Townes Earle | 3:04 | |
| Scare Me to Death | Joe Henry | 4:54 | |
| Lost Love | Giant Sand | 3:40 | |
| Skeleton | Willard Grant Conspiracy | 5:15 | |
| Take a Drive With Me | Jeff Talmadge | 4:01 | |
| The Dustlands | The Walkabouts | 4:22 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| Westward Ho | Richmond Fontaine | 2:33 | |
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | |
| Omie Wise | Okkervil River | 5:04 | |
| New York Times | Simone Felice | 4:06 | |
| Out There | Giant Sand | 3:03 | |
| You Can Move Back Here | Richmond Fontaine | 2:46 | |
| I Gave You | Bonnie Prince Billy, Matt Sweeney | 2:38 | |
| Tomorrow's Going to Be a Better Day | Billy Bragg | 3:10 | |
| Prévert's Song (Chanson de Prévert) | Mick Harvey, Jess Rebeiro | 2:48 | |
| Montgomery | Magnolia Electric Co., Jason Molina | 1:48 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Sunset to Dawn | The Sadies | 2:52 | |
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| Black Eye | Uncle Tupelo | 2:19 | |
| Get to Leave | Howe Gelb | 2:55 | |
| Leave the City | Magnolia Electric Co., Jason Molina | 6:21 | |
| As You Can See | Micah P. Hinson | 2:19 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Soft Hand | Willard Grant Conspiracy | 4:58 | |
| Panic Pure | Vic Chesnutt | 3:05 | |
| My Heart of Wood | The Sadies | 3:04 | |
| New Years Day | Chuck Prophet | 5:43 | |
| Oh, My Girl | Jesse Sykes & The Sweet Hereafter | 4:38 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Antebellum | Israel Nash | 4:29 | |
| When You Tell Me How It Is | Richard Buckner | 4:27 | |
| Poor Wayfaring Stranger | Eliza Carthy, Norma Waterson | 6:30 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| If I Need You | Karl Blau | 3:54 | |
| The Rider Song | Nick Cave & Warren Ellis | 2:30 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | |
| Untethered | Willard Grant Conspiracy | 4:29 | |
| Rudy with a Flashlight | Evan Dando | 2:37 | |
| The Man From God Knows Where, Pt. 1 | Tom Russell | 2:47 | |
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Sixteen Ways | Green On Red | 3:40 | |
| A Goodbye Rye | Richard Buckner | 4:15 | |
| Beeswing | Richard Thompson | 5:33 | |