| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| First Girl I Loved | John Hartford | 4:35 | |
| Rub-a-Dub | Chris Acker, The Growing Boys | 3:17 | |
| Big Dog Mind | Twain | 4:48 | |
| Hawk in the Tree | Cat Clyde | 2:27 | |
| The Winding Spring | Frank Fairfield | 1:49 | |
| Styrofoam | Chris Acker | 3:44 | |
| Arm's Length Away | Izaak Opatz | 3:30 | |
| mary died a lover | Max García Conover | 2:27 | |
| Rose of No Man's Land | Desiree Cannon | 3:15 | |
| Heavenly Home | The Deslondes, Sam Doores | 4:07 | |
| A Stranger | Twain | 2:14 | |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| Get Together | Erin Mat & Paul, Erin Rae, Twain, Paul DeFiglia | 4:00 | |
| Teardrop Skies | Steph Green | 2:33 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Faraway Skies | Dean Johnson | 3:34 | |
| Dirty Mattresses | Mama's Broke | 4:17 | |
| Possession | Twain | 3:47 | |
| Stole My Heart | Sabine McCalla | 1:54 | |
| Big Idea | Chris Acker, The Growing Boys | 2:58 | |
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| Get Me Out Of Here | The Sons of Rainier | 3:31 | |
| I Don't Want to Love You No More | Jackson C. Frank | 2:37 | |
| Going Back to Carolina | Art Lown | 2:12 | |
| Chihuahua Rescue | Jonny Fritz | 2:26 | |
| Jackie | Reverend Baron | 3:28 | |
| Roads We Wander | Sabine McCalla | 1:45 | |
| I Don't Miss the Old Times | Duff Thompson and the Full Grown Men, Duff Thompson | 2:51 | |
| (This Ain't A) Sad Song | The Deslondes, Sam Doores | 3:21 | |
| Tumble in the Wind (Version 1) (Bonus Track) | Jackson C. Frank | 2:38 | |
| Hollywood Hopeful | Loudon Wainwright III | 2:39 | |
| The Other Side | Duff Thompson | 3:27 | |
| All That While | Cactus Lee | 3:56 | |
| Milky White Way | Jackson and the Janks | 3:51 | |
| Liza Jane | Nora Brown, Blind Boy Paxton | 2:36 | |
| Junk Sails | Steph Green | 3:20 | |
| Nature Boy | Paul DeFiglia, Twain | 2:33 | |
| Static In My Dream | Cicada Rhythm | 3:16 | |
| Till the Moon Don't Shine | Tobacco City | 3:07 | |
| Very Day I’m Gone (Rambling Woman) | Anna & Elizabeth | 3:50 | |
| Only the Flowers Know | Tim Hill | 2:45 | |
| Sweet Dark-Haired Man | Joan Shelley | 3:08 | |
| Yea O Dog Mind | Twain | 5:05 | |
| No Mama Blues | The Lostines | 3:20 | |
| One Minute Ditty | JB Paterson | 1:00 | |
| When I Move to the Sky | Steph Green | 3:49 | |
| Tell Me His Name | Timber Timbre | 3:12 | |
| Stay Close To Me | Ted Hawkins | 3:15 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |