| Do It | Jesse Winchester | 1:27 | |
| Hey, Little Songbird | Anaïs Mitchell, Greg Brown | 3:09 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Coalminers | Uncle Tupelo | 2:33 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Willin' | Richard Shindell | 3:15 | |
| Old Blue Dog | Charlie Parr | 5:21 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Our Little Town | Greg Brown | 3:47 | |
| Temporary | Slaid Cleaves | 3:02 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Just a Wave - Recut | Jimmie Dale Gilmore | 4:12 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| A Father's Song | Darrell Scott | 3:51 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Spring Wind | Greg Brown | 4:34 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Hard Steel Mill | David Francey | 3:07 | |
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| Boomtown | Greg Brown | 3:19 | |
| Always | John Gorka | 3:55 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| Dream Café | Greg Brown | 5:57 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| Ignorance & Privilege | John Gorka | 4:22 | |
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Follow You Down | Alejandro Escovedo | 4:04 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Angel Dream (No. 4) | Tom Petty and the Heartbreakers | 2:27 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Someone I Used To Love | Bruce Cockburn | 3:34 | |
| Just By Myself | Greg Brown | 4:45 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Three Thousand Miles | Corin Raymond | 4:17 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Mixtape | Tift Merritt | 3:18 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| The Maker | Willie Nelson | 5:08 | |
