| Harlem River Blues | Justin Townes Earle | 2:48 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| Old Hickory | Old Crow Medicine Show | 5:09 | |
| Lonely Like Me | Nick Shoulders | 3:09 | |
| Devil in a Sleepin' Bag | Willie Nelson | 2:38 | |
| Leave the Path | The Resonant Rogues | 2:39 | |
| They Know My Name | Pat Reedy | 3:05 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Ship Me Off To Hell | The Hill Country Devil, GemsOnVHS | 3:15 | |
| Dying With a Smile | Kyle Brew | 4:42 | |
| Road Runner | Vincent Neil Emerson, Colter Wall | 2:36 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| I'm Gone | Sundown Songs | 3:49 | |
| Rosemary | The Good Gollies | 3:26 | |
| Lullaby | Willy Tea Taylor | 3:27 | |
| Bandana Song - Western AF Version | Todd Day Wait, Western AF | 2:31 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
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| Long Way to Texas | Yarn | 3:00 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Ain't No Use in Tryin' | Trampled by Turtles | 3:14 | |
| Life Ain’t Fair and the World Is Mean | Sturgill Simpson | 2:00 | |
| Hang Your Head Down Low | Vincent Neil Emerson | 3:51 | |
| The Bullfighter | Luke Bell | 3:23 | |
| Lovers | Rattlesnake Milk | 4:28 | |
| Duncan And Brady | Woody Pines | 1:55 | |
| Goldmine | Teddy and The Rough Riders | 2:16 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Rub-a-Dub | Chris Acker, The Growing Boys | 3:17 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Spanish Pipedream | John Prine | 2:41 | |
| Down the Line | Pete Bernhard | 2:42 | |
| Blame | Diamond Rugs | 2:13 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Free Little Bird | Willi Carlisle | 1:48 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Train Song | Watchhouse | 2:02 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| Where You're Going | The Sons of Rainier | 2:31 | |
| Shoulda' Known Better | Possessed by Paul James | 3:40 | |
| Playing the Fool | The Lostines | 2:25 | |
| Sing Along | Robert Ellis | 4:09 | |
| Now She Knows What It Feels Like | Bella White | 2:36 | |
| Silver Dollar | Sierra Ferrell | 2:05 | |