| Never Break | Langhorne Slim | 2:35 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| If I Were A Carpenter | Ramblin' Jack Elliott | 5:04 | |
| Fearless Heart | Lynn Miles | 3:41 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Something to Lose | Rachel Baiman | 3:12 | |
| I Think We’re Alone Now | The Wild Reeds | 2:32 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| Time After Time | Iron & Wine | 2:50 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Look at Us (feat. Morgane Stapleton) | John Prine, Morgane Stapleton | 2:46 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Kathy's Song | The Secret Sisters | 3:43 | |
| Good Fight | Lori McKenna | 3:18 | |
| Only Children | Jason Isbell and the 400 Unit | 3:57 | |
| Speed Of The Sound Of Loneliness | John Prine | 3:28 | |
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| That's All Right | Dori Freeman | 3:18 | |
| Wildflowers | Trampled by Turtles | 2:48 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| King Cotton | The Secret Sisters | 3:12 | |
| The Boxer | Erato | 2:31 | |
| Don't Tell Our Friends About Me | Andrew Combs | 4:54 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Norwegian Wood | Heather Nova | 2:23 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Good as Gold | Bap Kennedy | 2:48 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| Goodnight, Irene | Lucius, Roger Waters | 3:28 | |
| What I Am - Recorded at Spotify Studios NYC | Iron & Wine | 3:55 | |
| No Surrender | Holly Williams | 4:21 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Headlight | Della Mae | 3:54 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| After The Gold Rush | Katie Pruitt | 4:54 | |
| Revolution Blues | Ondara | 3:05 | |
| Turn Off The News (Build A Garden) - Acoustic | Lukas Nelson and Promise of the Real | 3:01 | |
| Daughter | Loudon Wainwright III | 3:32 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Consider It Heaven | Lukas Nelson and Promise of the Real | 4:19 | |
| Étoile d' Amour (Stardust) | Birds of Chicago | 4:36 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |