| Midnight Train | Rattlesnake Milk | 3:51 | ||
| Orphan | Pete Bernhard | 4:32 | ||
| Hardly Feelings | Nick Shoulders | 2:58 | ||
| Hurricane Season | Darrin Hacquard | 8:05 | ||
| Night Time Eagle | Jeremy Pinnell | 3:04 | ||
| Bill of Sale | The Droptines | 2:48 | ||
| Too Stoned to Care | Low Water Bridge Band | 3:49 | ||
| White Painted Trees | Dylan Earl | 4:22 | ||
| Rotten Alabama | Ramsay Midwood | 3:51 | ||
| Outlaw Life | Jeremy Pinnell | 3:43 | ||
| God Damn (Thats Life) | Kyle Brew | 3:39 | ||
| Wearin' Out My Boots | Anthony James Band | 1:54 | ||
| Angel In My Dreams | Dylan Smucker | 3:07 | ||
| The Outskirts | Trampled by Turtles | 5:53 | ||
| Cigarette Trees | The Local Honeys | 2:43 | ||
| It's a Start | Brent Cobb | 2:34 | ||
| Clay Pigeons | Dylan Earl | 2:58 | ||
| White Freight Liner Blues | Townes Van Zandt | 4:17 | ||
| When to Let It Go | Hogslop String Band | 4:54 | ||
| Mahogany | Chris Acker | 3:21 | ||
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | ||
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| Pullin Weeds | Josh Morningstar, Jaida Dreyer | 3:21 | ||
| Bandana Song - Western AF Version | Todd Day Wait, Western AF | 2:31 | ||
| Highway Home | Rattlesnake Milk | 3:43 | ||
| Nashville Tennessee At 3 A.M. | Pat Reedy | 3:28 | ||
| Six Strings Away | Hellbound Glory | 2:22 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| Broke Soul | Rattlesnake Milk | 2:18 | ||
| Working Man's Dream | Luke Bell | 2:11 | ||
| Sad Songs | Kassi Valazza | 4:06 | ||
| Miss'ippi | Nick Shoulders | 3:23 | ||
| The Highway Less Taken | Justin Wells | 3:22 | ||
| Baby Tears | Rattlesnake Milk | 2:26 | ||
| Red Wine | Scott H. Biram | 5:17 | ||
| National Treasure | Willy Tea Taylor, The Turkey Buzzards | 3:21 | ||
| The Leather Man | Bar Jay Bar | 3:07 | ||
| Solid Gold | Miles Miller | 3:18 | ||
| Highs and Lows | Hogslop String Band | 4:16 | ||
| Chasing Numbers | Ellis Bullard | 2:01 | ||
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | ||
| Babe, I've Got to Go | Garrett T. Capps | 4:03 | ||
| Loretta | Luke Bell | 3:58 | ||
| Better Way to Fly | Hill Figs | 3:46 | ||
| Better Than I Deserve | The Local Honeys | 4:52 | ||
| Morning Star | Dylan Earl | 2:27 | ||
| Lonely Like Me | Nick Shoulders | 3:09 | ||
| Baby, Baby, Don't Tell Me That | James Hand | 3:22 | ||
| Monster Truck | Ramsay Midwood | 3:30 | ||
| Invisible Blue | Logan Ledger | 3:34 | ||
