| Barbara's Song | Ian Noe | 3:25 | |
| East October | John Moreland | 3:45 | |
| Runaway | The Cactus Blossoms | 2:44 | |
| The Way We Are | The Flatlanders | 3:12 | |
| Every Well | The Deslondes, Dan Cutler | 2:07 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Midnight Special | Willie Watson | 4:38 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Verde River | Kassi Valazza | 4:24 | |
| How Many Women | Lydia Loveless | 3:44 | |
| Steady as the Rising Sun | Robert Ellis | 4:09 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Movin' On | Justin Townes Earle | 4:41 | |
| Loretta | Luke Bell | 3:58 | |
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| Hard to Be an Outlaw (feat. Willie Nelson) | Billy Joe Shaver, Willie Nelson | 3:06 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Tennessee Song | Margo Price | 4:40 | |
| Golden | Dead Man Winter | 3:00 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Undone | Yarn | 3:27 | |
| Runnin' | Leah Blevins | 3:57 | |
| The Ghost Of Virginia - Remastered | Justin Townes Earle | 3:39 | |
| This Highway | Zephaniah OHora | 3:59 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Dead on the River (Rolling Down) | Ian Noe | 5:06 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| Deja Vu And A Blue Moon | The Deslondes, Riley Downing | 3:46 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Needle & Thread | Eilen Jewell | 3:40 | |
| Prisoner Of The Highway | Margo Price | 3:44 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Jeremiah | Sierra Ferrell | 3:03 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |