| Freak Flag | Greg Brown | 4:19 | ||
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | ||
| The Bottom of the World | Bottom of the World | 4:30 | ||
| Comfort Me | Dylan LeBlanc | 4:22 | ||
| That's Alright | Caitlin Rose | 4:22 | ||
| Chelsea Hotel | Dan Bern | 4:56 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Straight Time | Bruce Springsteen | 3:25 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Dancin' Ricky | Drive-By Truckers | 3:26 | ||
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | ||
| Coyote Creek | Dylan LeBlanc | 5:03 | ||
| Middle Child | Daniel Romano | 3:48 | ||
| No One Knows Nothing Anymore | Billy Bragg | 4:31 | ||
| Signs | Sean Rowe | 4:33 | ||
| Sweet as John Hurt | Hiss Golden Messenger | 4:50 | ||
| Grudge **** | Scud Mountain Boys | 5:03 | ||
| Don't Need You | Alejandro Escovedo | 5:11 | ||
| Bisbee Blue | Calexico | 2:48 | ||
| A Little More Time | John Doe | 3:48 | ||
| Low Life Kingdom | Jay Farrar, Benjamin Gibbard | 3:20 | ||
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| Postcard Postmarked Phoenix, AZ | Richmond Fontaine | 0:57 | ||
| Wait for Love | Tweedy, Jeff Tweedy | 3:07 | ||
| Rocky World | Daniel Lanois | 2:55 | ||
| Celtic Sea | Bap Kennedy | 6:09 | ||
| Soon After Midnight | Bob Dylan | 3:27 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| Moving Back Home #2 | Richmond Fontaine | 2:34 | ||
| After the Damage | Patterson Hood | 4:34 | ||
| Beautiful Question | Richard Buckner | 2:53 | ||
| Ballad of Lou the Welterweight | The Felice Brothers | 5:00 | ||
| That Girl From Brownsville Texas | Jim White | 6:22 | ||
| Exit 194B | Richmond Fontaine | 3:56 | ||
| Daddy Needs A Drink | Drive-By Truckers | 3:48 | ||
| So On, Nevada | Damien Jurado | 2:31 | ||
| China | Greg Brown | 4:19 | ||
| All Those Girls | Jolie Holland | 3:13 | ||
| Letting Us Be | Paul Curreri | 3:33 | ||
| Cupid Must Be Angry | Nick Lowe | 2:46 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Flying | Sean Rowe | 4:42 | ||
| Your Great Journey | The Handsome Family | 3:13 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| The Weekend | Dave Rawlings Machine | 5:29 | ||
| Faithful Shooter | Richard Buckner | 2:40 | ||
| Down Low | Teddy Thompson | 5:52 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| There's A Rhythm | Ron Sexsmith | 3:25 | ||
| A Goodbye Rye | Richard Buckner | 4:15 | ||
