| East October | John Moreland | 3:45 | |
| Carnival Cruise, Talkin' Blues | Lou Hazel | 2:51 | |
| Franklin's Tunnel (feat. Sea of Bees) | Tré Burt, Sea Of Bees | 2:25 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Dancing On My Own | Willie Watson | 5:30 | |
| The Trouble with Time | Darrin Bradbury, Margo Price | 2:18 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Rattlesnake Girl | Jaime Wyatt | 3:23 | |
| Old Blue Eyes | Waylon Payne | 4:28 | |
| The American Life | Darrin Bradbury | 2:31 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Barroom Blues | The Pink Stones | 3:02 | |
| I Won't Be Afraid | Willi Carlisle | 3:57 | |
| Don't Deny | John Craigie | 3:33 | |
| Diamonds Back To Coal | Jeremy Ivey | 4:03 | |
| Better Hurry Up | Caleb Caudle, John Paul White, Elizabeth Cook | 3:15 | |
| Cayuse | Kassi Valazza | 5:00 | |
| If Today Doesn't Do Me In | Ian Noe | 3:57 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
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| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Forever and Then Some | Lillie Mae | 4:49 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Lost Love Song | Jessi Colter, Margo Price | 3:26 | |
| Back From the Grave | Waylon Payne | 3:25 | |
| Vaquero | James McMurtry | 4:41 | |
| Sunday Sun | Garrett T. Capps | 3:46 | |
| I Left Something Turned on at Home | Izaak Opatz | 3:04 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Bo and I (OurVinyl Sessions) | Kassi Valazza, OurVinyl | 4:54 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| True Love | Darrin Bradbury | 4:29 | |
| Calgary | Kacy & Clayton | 3:11 | |
| Unwed Fathers (feat. Margo Price) | John Prine, Margo Price | 3:55 | |
| Maybe You Should | Jessi Colter, Margo Price | 4:46 | |
| The Rainbow Willow | Jake Xerxes Fussell | 7:13 | |
| She's Not Here | Chris Acker, The Growing Boys | 3:21 | |
| Windmills | Sam Doores | 4:04 | |
| Peaceful Ambassador | The Dead Tongues | 4:15 | |
| Talking to Mountains | Scott Ballew | 2:49 | |
| Chaos And Clothes | Jason Isbell and the 400 Unit | 3:34 | |
| Sweet Revenge | Margo Price | 4:34 | |
| War on the Radio | Jeffrey Foucault | 3:27 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Mystery | Lukas Nelson and Promise of the Real | 3:33 | |
| Fire Dancer | John R. Miller | 4:07 | |
| Invisible Blue | Logan Ledger | 3:34 | |