| The Get Together (feat. Mando Saenz) | Kim Richey, Mando Saenz | 3:20 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Midnight Train | David Rawlings | 3:18 | |
| Loaner | Lillie Mae | 4:45 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Everything Is Your Fault | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:14 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| I'll Be Here in the Morning | 10 String Symphony | 4:34 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Working Man | Maya De Vitry | 3:22 | |
| Freedom | Rose Cousins | 4:28 | |
| Somebody Somewhere | Amelia Curran | 3:54 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| The Real Thing | Parker Millsap | 3:13 | |
| Santa Ana Winds | Waylon Payne | 4:16 | |
| Had a Good Reason | Patty Griffin | 3:21 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Canola Fields | James McMurtry | 4:49 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
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| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Buyer Beware | Gareth Dunlop, Kim Richey | 3:20 | |
| Leaving 49 | Kim Richey | 3:49 | |
| Hazel's House | Richard Shindell | 3:20 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Glenfern | Kathleen Edwards | 4:30 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Tupelo Child | Phil Cook | 3:34 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Just the Same | Patty Griffin | 3:47 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| You Got Me | William Prince | 3:33 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Lullaby | Dori Freeman | 3:25 | |
| My Portion | I Draw Slow | 4:15 | |
| Applewood Road | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:24 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Cave Man | Chris Smither | 5:23 | |
| Strong Enough | Molly Tuttle, Madison Cunningham | 3:17 | |
| Headlight | Della Mae | 3:54 | |
| The Way It Never Was | Kim Richey | 3:09 | |