| Run Wild | Twain, The Deslondes | 2:56 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Start It Over | Riley Downing | 3:24 | |
| You'll Never Surf Again | Dan Reeder | 2:42 | |
| The Roving | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:20 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Beat Still My Heart | Jimbo Mathus, Andrew Bird | 3:56 | |
| School Days | Loudon Wainwright III | 3:05 | |
| Come Along Buddy | Joachim Cooder | 4:38 | |
| Burlap String | Courtney Marie Andrews | 3:57 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Anna Leigh | The Sadies | 3:21 | |
| Vampire Alberta Blues | John K. Samson | 3:44 | |
| Sugar Baby | Sam Amidon | 5:24 | |
| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Sunken Waltz | Calexico | 2:27 | |
| Brother, Do You Know the Road? | Hiss Golden Messenger | 6:09 | |
| Silverfish | The Felice Brothers | 3:20 | |
| I Wonder Why | Kacy & Clayton, Marlon Williams | 2:05 | |
| Kings And Queens | Loudon Wainwright III | 2:20 | |
| Guess Again | Jeff Tweedy | 3:17 | |
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| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | |
| Greenland Fishery | Bonny Light Horseman, Eric D. Johnson, Anaïs Mitchell, Josh Kaufman | 3:06 | |
| Nothing's Right | Will Stewart | 2:52 | |
| If the Sun Stops Shinin' | Damien Jurado, Richard Swift | 2:56 | |
| Baby's Arms | Kurt Vile, The Sadies | 4:44 | |
| Young at Heart | Dan Reeder | 1:48 | |
| I Stole The Right to Live | Michael Hurley | 3:56 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | |
| Can't Get Away from My Love | Jackson C. Frank | 2:50 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Coyote | Mapache | 2:24 | |
| Do I Ever Cross Your Mind | Justin Townes Earle, Dawn Landes | 2:25 | |
| The Wheel of Fortune | Josephine Foster | 5:11 | |
| Stay All Night | Joan Shelley | 3:04 | |
| St. Denis or Bangkok, From a Hotel Balcony | No-No Boy, Jacqueline Saporiti | 2:08 | |
| One Morning in May | Jake Xerxes Fussell | 3:14 | |
| Big Friday | Will Oldham | 1:59 | |
| Green Rocky Road | Bonny Light Horseman, Eric D. Johnson, Anaïs Mitchell, Josh Kaufman | 3:45 | |
| Gone So Long | Nora Brown, Stephanie Coleman | 2:43 | |
| Then We’ll Wave (So Long) | Paul & The Tall Trees | 3:01 | |
| The Night Shift Lullaby | Magnolia Electric Co. | 4:33 | |
| Get to Leave | Howe Gelb | 2:55 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| I Don't Like The Man I Am | Pete Molinari | 3:34 | |
| The Ballad Of Minnie Dean | Delaney Davidson, Marlon Williams | 2:48 | |
| If You Love Me | Ted Hawkins | 2:25 | |
| Fallin' Rain | Link Wray | 3:45 | |