| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | ||
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | ||
| Killing the Blues | Chris Smither | 5:49 | ||
| Black Mountain Lullaby | Caroline Herring | 4:11 | ||
| The Fading | Joan Shelley | 3:09 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Wasteland of the Free | Iris DeMent | 5:15 | ||
| Hymn #35 | Joe Pug | 3:11 | ||
| Cactus Tree | Joni Mitchell | 4:38 | ||
| Scavenger | Lucy Kaplansky | 4:02 | ||
| At the Purchaser's Option | Rhiannon Giddens | 4:16 | ||
| Adios to California | John Hiatt | 3:47 | ||
| House of Stone | Watchhouse | 3:16 | ||
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | ||
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | ||
| I Am The Ride | Chris Smither | 3:59 | ||
| Only In The Past | The Be Good Tanyas | 4:58 | ||
| Hands on a Grain of Sand | Amelia Curran | 3:48 | ||
| One Red Rose | Jeffrey Foucault | 3:17 | ||
| Fireflies | Caroline Herring | 2:43 | ||
| Lonely Time | Chris Smither | 3:22 | ||
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| Something Came Over Me (feat. Sam Beam) | Tift Merritt, Sam Beam | 3:25 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Human Heart | Danny Burns, Tift Merritt | 3:00 | ||
| Table For One | Courtney Marie Andrews | 3:59 | ||
| Motel | Caitlin Canty | 3:04 | ||
| Deer Creek Canyon | Sera Cahoone | 3:18 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| Misguided Angel | Cowboy Junkies | 4:52 | ||
| Midnight Train | David Rawlings | 3:18 | ||
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | ||
| From Now On | Watchhouse | 3:47 | ||
| Ghost Repeater | Jeffrey Foucault | 5:10 | ||
| I Had Something | Lucy Kaplansky | 4:16 | ||
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | ||
| Younger Years | The Milk Carton Kids | 3:49 | ||
| I Never | Caitlin Canty | 3:19 | ||
| In My Time Of Dying | The Be Good Tanyas | 3:46 | ||
| Broken | Tift Merritt | 3:44 | ||
| Mercy Now | Mary Gauthier | 5:50 | ||
| American Flowers | Birds of Chicago | 6:10 | ||
| The Maker | Willie Nelson | 5:08 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| This Must Be The Place | Iron & Wine, Ben Bridwell | 3:32 | ||
| Asking For Flowers | Kathleen Edwards | 5:02 | ||
| Shades Of Gray | Cry Cry Cry | 5:05 | ||
| Tonight Will Be Fine | Teddy Thompson | 3:36 | ||
| It's Not You, It's Me | The Little Willies | 2:43 | ||
