| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| The Sing | Bill Callahan | 4:31 | |
| Simple Man | Graham Nash | 2:18 | |
| See My Love | Headless Heroes | 3:50 | |
| Only a Fool Breaks His Own Heart | Nick Lowe | 3:39 | |
| Deeper Well (#3) | Emmylou Harris | 3:04 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Roll My Blues | Jolie Holland | 4:06 | |
| Desperados Waiting For A Train | Guy Clark | 4:29 | |
| I Dreamed I Saw St. Augustine | Thea Gilmore | 4:45 | |
| The Stranger Song | Emmylou Harris | 5:21 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Lonely Still | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:46 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Hobo's Lullaby | Arlo Guthrie | 3:57 | |
| Wrecking Ball | Emmylou Harris | 4:49 | |
| Working Alone/A Blessing | Jackie Leven | 8:21 | |
| So You'll Aim Towards the Sky (feat. Emmylou Harris) | The Bootleggers, Emmylou Harris | 5:57 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Brother Is Gone | Ry Cooder | 5:03 | |
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| Reason to Believe | Karen Dalton | 2:24 | |
| My Big Nurse | David Byrne | 3:19 | |
| O! Grace | Magnolia Electric Co. | 3:27 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Rexroth's Daughter | Greg Brown | 5:00 | |
| Sweet Old World | Emmylou Harris | 5:05 | |
| Tell Me Again | Ron Sexsmith | 2:36 | |
| I'm Tied To Ya' | Rodney Crowell, Sheryl Crow | 3:59 | |
| Killing the Blues | Chris Smither | 5:49 | |
| The Rosarita Beach Cafe | Warren Zevon | 4:09 | |
| Crazy Mary | Victoria Williams | 5:15 | |
| This World | Bill Fay | 3:43 | |
| Reckless | Rodney Crowell | 3:30 | |
| 82nd Street | The Delines | 4:43 | |
| Comes a Time | Kate York | 3:10 | |
| The Circus (with Emmylou Harris & Dolores Keane) | Mary Black, Dolores Keane, Emmylou Harris | 4:08 | |
| Via Chicago | Jeff Tweedy | 5:06 | |
| Hour of Gold | Emmylou Harris | 5:00 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Nothin' | Robert Plant, Alison Krauss | 5:32 | |
| One By One | Billy Bragg, Wilco | 3:25 | |
| Down Low | Teddy Thompson | 5:52 | |
| Dimming Of The Day / Dargai - Edit | Richard & Linda Thompson | 3:48 | |
| Reconsider Me | Warren Zevon | 3:09 | |
| Sweet Lil' Duck | Kathleen Edwards | 4:28 | |
| Right Now | Mark Knopfler, Emmylou Harris | 3:32 | |
| If I Needed You | Don Williams, Emmylou Harris | 3:35 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |