| When My Morning Comes Around | Iris DeMent | 3:51 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Clinch River Blues | Red Molly | 2:49 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| East of Eden | Tom Rush | 3:29 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Cowboy Singer | Dave Carter, Tracy Grammer | 3:44 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Sundresses | Melissa Corbett | 3:27 | |
| Here In California | Caroline Herring | 4:30 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| There's a Wall in Washington | Iris DeMent | 5:19 | |
| When It's All Wrong | Red Molly | 3:41 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Corner Talk | Po' Girl | 3:17 | |
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| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| You'll Never Leave Harlan Alive | Red Molly | 4:10 | |
| What Would You Do | Kieran Kane, Rayna Gellert | 3:25 | |
| A Crooked Road | Darrell Scott | 4:11 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Everybody Cries | Lynn Miles | 4:10 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Texas Tornado | The Stoplight Flyers | 4:56 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Give Me a Sad Song | Linda Thompson | 3:56 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Hartford | Kieran Kane | 2:46 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Fireflies | Caroline Herring | 2:43 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| All You Ever | The Honeycutters | 5:36 | |
| Bring To This Country | Erin Lew | 4:14 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Drunkard's Daughter | Diana Jones | 2:49 | |
| The Birds Were Singing Of You | Uncle Earl | 3:24 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Queen Of The Silver Dollar | Sarah Jarosz, Black Prairie | 5:02 | |
| Henry Russell's Last Words - 2023 Remaster | Diana Jones | 4:27 | |
