| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| All My Money On You | Diana Jones | 3:09 | |
| Ditch | Sam Baker | 1:56 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Ginseng Sullivan | Gillian Welch, David Rawlings | 3:43 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Yup | David Rawlings | 4:33 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
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| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Guitar Man | David Rawlings | 3:30 | |
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| All The Good Times Are Past And Gone | Gillian Welch, David Rawlings | 3:54 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| I’m Gonna Make You Love Me | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:47 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Blackjack David | Dave Alvin | 4:59 | |
| Boots Of Spanish Leather | The Seldom Scene | 4:51 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |