| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Midnight Train | David Rawlings | 3:18 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Wondering How | Pieta Brown | 3:06 | |
| Sweet Is the Melody | Iris DeMent | 3:41 | |
| Dog | Charlie Parr | 3:59 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Maybellene | Chris Smither | 2:56 | |
| Ricochet | Pieta Brown | 2:49 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| River Song | Tom Rush | 3:56 | |
| The Gypsy Life | John Gorka | 4:26 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
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| What They Say | Chris Smither | 2:46 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Do It | Jesse Winchester | 1:27 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| Carmelita | Warren Zevon | 3:34 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Cave Man | Chris Smither | 5:23 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Adios to California | John Hiatt | 3:47 | |
| Open Up | Chris Smither | 2:55 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Long Black Veil | Rosanne Cash, Jeff Tweedy | 3:10 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Deeper Well | David Olney | 3:07 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |