| Far Away | Tom Rush | 3:13 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Wishing Well | Yarn | 4:26 | |
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| The Next Generation | Orkesta Mendoza, Carrie Rodriguez | 3:44 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Honeymoon | I Draw Slow | 3:31 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| It's Hard to Sing This Song | Chip Taylor | 4:09 | |
| Come As You Are | Madison Violet | 3:58 | |
| One Good Year | Slaid Cleaves | 4:54 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| My Baby Don't Care | Caitlin Canty | 2:53 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Just You Tonight | Lucy Kaplansky | 3:59 | |
| Laredo | Chip Taylor, Carrie Rodriguez | 5:22 | |
| Big Love | Carrie Rodriguez | 4:05 | |
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| Simple Gearle | Stacey Earle | 2:30 | |
| A Good Man Is Hard to Find (feat. Carrie Rodriguez & Emily Gimble) | Asleep At The Wheel, Carrie Rodriguez, Emily Gimble | 2:36 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Song for the Life | Rodney Crowell | 4:42 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| When They Dance the Mountains Shake | The Lowest Pair | 3:39 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Tonight I'm Paying the Rent | Amy Ray | 4:17 | |
| Morning Trian | David Francey | 2:28 | |
| Weaker Moments | Chip Taylor, The New Ukrainians | 3:39 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| My Baby's Gone | Carrie Rodriguez | 4:01 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| Farewell Tenderhearts | Birds of Chicago | 4:51 | |
| Lord, I Have Made You A Place In My Heart | Cry Cry Cry | 3:34 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Troubles | Tara Nevins | 4:03 | |
| Play Me A Record | Bryan Sutton | 3:31 | |