| You're Gonna Make Me Lonesome When You Go | The Wildmans | 3:43 | |
| Barroom Blues | The Pink Stones | 3:02 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Down At The Dancehall | Kacy & Clayton | 3:22 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Dream of You | Pony Hunt | 3:47 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Aa Blues | Tobacco City | 2:54 | |
| Moondog | Joseph Huber | 3:22 | |
| Life Gone Dim | Scott Ballew | 1:56 | |
| Blueberry Hill | Cristina Vane | 4:00 | |
| Styrofoam | Chris Acker | 3:44 | |
| The Key | Esther Rose | 3:03 | |
| It Hurts Me Too | Cat Clyde, Jeremie Albino | 2:27 | |
| Jackson | Josh Okeefe, Cora Carpenter | 2:35 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Always Changing | Esther Rose | 3:06 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| The World Needs Sissies, Too | Nick Shoulders | 3:06 | |
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| Nothing's Right | Will Stewart | 2:52 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| East Virginia | Nora Brown | 4:33 | |
| Love and Hate | Dan Reeder | 0:58 | |
| Calgary | Kacy & Clayton | 3:11 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Canyon | Emily Nenni | 3:02 | |
| Country Song | Scott Ballew | 2:04 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| Sunshine | Jay Val Leo, Esther Rose, RVMPVGE | 2:46 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Plastic Bouquet | Kacy & Clayton, Marlon Williams | 2:57 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Milk & Honey | Senora May | 5:08 | |
| Come Back To My Arms | The Lostines | 4:33 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| Friend or Foe | Esther Rose | 3:40 | |
| Son of the Working Class | Josh Okeefe | 2:56 | |
| Not Going Back | Cat Clyde | 4:08 | |
| When I Move to the Sky | Steph Green | 3:49 | |
| Neon Lights | The Lostines | 4:26 | |
| Mountaintop | Esther Rose | 3:34 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Old Time Feeling | S.G. Goodman | 3:51 | |
| Give It Time | Sierra Ferrell | 3:37 | |
| Silver Dollar - Alternative Version | Sierra Ferrell | 2:02 | |