| Tennessee | Sturgill Simpson | 3:14 | |
| Shit Just Got Real | AJ Hobbs | 4:15 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| By The Yard | Jim Lauderdale | 2:37 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| See You Around | Bruce Robison | 2:55 | |
| Comeback Kid | Town Mountain | 4:16 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Still No Rain | Justin Wells | 3:21 | |
| The Secrets of the Pyramids | Jim Lauderdale | 3:22 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Steady Hand | Hogslop String Band | 2:42 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Feel This Right | Jeremy Pinnell | 3:20 | |
| South Dakota | James McMurtry | 5:03 | |
| Space Force | Western Centuries, Jim Lauderdale | 3:09 | |
| Bear Creek Blues | John Prine | 4:45 | |
| Astrodome | Bruce Robison, Kelly Willis | 4:24 | |
| If I Lose | Ralph Stanley, Friends, Jim Lauderdale | 2:06 | |
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| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| I Do Believe I've Had Enough | Zephaniah OHora | 3:44 | |
| Plain Dealing | Pony Bradshaw | 2:49 | |
| False King | Kelsey Waldon | 2:48 | |
| Unladylike | Summer Dean | 3:20 | |
| Canyon | Emily Nenni | 3:02 | |
| Pennsylvania Hills | Pat Reedy | 4:11 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| The Long Haul | American Aquarium | 4:17 | |
| All the Pretty Colors | Sturgill Simpson | 2:18 | |
| Honky Tonk Nighthawk | Colter Wall | 4:32 | |
| Longhair Bluegrass | Robbie Fulks | 4:58 | |
| End Of The End Of The World | Lee Ann Womack | 2:18 | |
| Back to Jackson | Jason Eady & The Wayward Apostles | 4:12 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Sunday Morning Paper | Turnpike Troubadours | 4:10 | |
| The Jameson Waltz | Kayla Ray | 3:00 | |
| Picket Fence - Bad Romantic Cut | Summer Dean | 2:48 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| The Only Thing She Left Me Was the Blues | Eleven Hundred Springs | 3:40 | |
| Nobody Has To Know Your Mind | John R. Miller | 4:53 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Midnight Run | James Hand | 3:21 | |
| Telephone Road | Rodney Crowell | 3:52 | |
| Night Rider's Lament | Jerry Jeff Walker | 4:49 | |