| Azucar | The Roughhousers, Grey DeLisle | 2:23 | |
| Mexico City | Jolie Holland, M. Ward | 3:54 | |
| In the Bend of the Cumberland (feat. Mary Gauthier) | Sara Trunzo, Mary Gauthier | 3:57 | |
| America, Come | Aoife O'Donovan, The Knights, The Westerlies, San Francisco Girls Chorus | 3:11 | |
| I Found a New Me | Herman Düne, Jolie Holland | 3:25 | |
| Baby Brother | The Roughhousers, Grey DeLisle | 2:27 | |
| You Don't Think About Me | Madeleine Roger | 3:18 | |
| 2,000 Miles | Jolie Holland | 4:30 | |
| Colossus of Roads | Hurray For The Riff Raff | 2:45 | |
| Five Deer County | Heather Little, Rusty Vansickle | 4:06 | |
| Rattlesnake | Abigail Lapell | 3:33 | |
| It Was A Lover And His Lass | St. Louis Shakespeare Festival, Beth Bombara | 1:57 | |
| America, Come | Aoife O'Donovan, Hawktail | 3:14 | |
| Girl | Grey DeLisle | 1:50 | |
| See the Day | Caitlin Canty | 4:49 | |
| Entertainers | Abby Webster | 3:25 | |
| Morning Before Long | The Steel Wheels | 3:43 | |
| Peggy Gordon | The Deep Dark Woods | 5:00 | |
| Cartwheel Avenue | Pete Mancini, Iain Matthews | 3:53 | |
| Obituary | Pina Palau | 3:43 | |
| My Two Feet | Grey DeLisle | 3:46 | |
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| Open Road | The Once | 5:11 | |
| How I Learned to Live Alone | Celeigh Cardinal | 4:06 | |
| The Ohio | Ismay | 3:14 | |
| Full Moons (Leap Year Session) | Maygen & The Birdwatcher | 4:19 | |
| Over Easy | The Singer and the Songwriter | 4:07 | |
| Joy Rider | Kim Richey | 3:10 | |
| California Queen | Heather Little | 4:02 | |
| Sweetest Wine | Kathryn Williams, Withered Hand | 3:22 | |
| Shake That Thing | Grey DeLisle | 2:54 | |
| Fading Away | The Dead Tongues | 4:25 | |
| Gonna Be A Good Time | Dori Freeman | 2:41 | |
| Feet on the Ground | Jolie Holland | 4:05 | |
| Rhyme Or Reason | Why Bonnie | 3:35 | |
| Jacqueline | Tim Easton | 2:50 | |
| You Are the Light | Grey DeLisle | 3:28 | |
| Waterloo Sunset | Ann Savoy | 3:53 | |
| Don't Roll Your Eyes At Me | The Roughhousers, Grey DeLisle | 2:15 | |
| Gone So Long | Nora Brown, Stephanie Coleman | 2:43 | |
| Haunted Mountain | Jolie Holland | 4:19 | |
| Sleeping In the Next Room | Lizzie No | 3:13 | |
| Razor Wire | Heather Little, Leslie Satcher | 4:08 | |
| Anniversary Song | Abigail Lapell | 3:22 | |
| Wild As A Flower | Amanda Fields, Megan McCormick | 2:58 | |
| I Went Down | Crow and Gazelle | 2:20 | |
| I'll Go Back To Denver (And You Can Go To Hell) | Grey DeLisle | 3:00 | |
| Why Did You Make Me Care? | Portland Cello Project, Jolie Holland | 2:01 | |
| The Heartbreak Store | Lizzie No | 3:16 | |
| I Need Help | Margaret Glaspy | 3:37 | |