| Paper Cowboy | Margo Price | 6:15 | |
| Wildwood | Chatham County Line | 3:06 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Memphis Women and Chicken | Donnie Fritts | 3:51 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Lonesome LA Cowboy | Mapache | 4:32 | |
| I've Endured | Ola Belle Reed, Bud Reed, David Reed | 2:52 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Irene | Ian Noe | 3:53 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Just Us Kids | James McMurtry | 5:08 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Wild Horses | Old & In The Way | 4:38 | |
| Steel Pony Blues | Dom Flemons | 4:34 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Loretta | Cahalen Morrison & Eli West | 2:57 | |
| ashville blues | Pete Bernhard | 3:17 | |
| Lonesome L.a. Cowboy | Old & In The Way | 4:21 | |
| Deep Breath | Riley Downing | 3:08 | |
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| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| Oh, Girl | Hackensaw Boys | 3:04 | |
| Shoulda' Known Better | Possessed by Paul James | 3:40 | |
| Sure to Fall | Valerie June | 2:51 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Goodbye My Son | The Good Luck Thrift Store Outfit | 3:25 | |
| 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 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| All Blue | Luke Bell | 3:21 | |
| Long Way to Texas | Yarn | 3:00 | |
| Hard On You | Daniel Romano | 3:27 | |
| La La Blues | Pokey LaFarge | 3:42 | |
| 16-10 | Joseph Huber | 3:55 | |
| Methhead | Ian Noe | 3:50 | |
| Louise | The Deslondes | 3:17 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Rich Gal, Poor Gal | Woody Pines | 3:19 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Mother Earth | Willie Watson | 3:36 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Starlight | Logan Ledger | 5:21 | |
| Nellie Kane | Hot Rize | 2:58 | |
| No More Buffalo | James McMurtry | 7:19 | |