| Big Time | Angel Olsen, Sturgill Simpson | 4:07 | |
| The Rooster And The Hen | Emily Nenni | 3:24 | |
| Little Worlds | Watchhouse | 3:30 | |
| The Game | Esther Rose | 5:04 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Tennessee | Sturgill Simpson | 3:14 | |
| Train Song | Watchhouse | 2:02 | |
| Ragged Old Truck (feat. Joshua Hedley) | Margo Price, Joshua Hedley | 4:13 | |
| Cast Iron Skillet | Jason Isbell and the 400 Unit | 3:24 | |
| All the Sweet Tea | Denitia | 2:40 | |
| Jump Down Baby | Esther Rose | 3:14 | |
| Country | Senora May | 4:54 | |
| Tall Boy | Abby Webster | 3:11 | |
| Time of The Rambler | Vincent Neil Emerson | 3:13 | |
| Rise When the Rooster Crows | Nick Shoulders | 2:55 | |
| Starting Over | Esther Rose | 2:30 | |
| Katie | Fred Eaglesmith | 3:42 | |
| You Were Born To Die | Cat Clyde, Jeremie Albino | 2:21 | |
| I Won't Be Afraid | Willi Carlisle | 3:57 | |
| Stand to Gain | Chloe Kimes | 3:28 | |
| King Cotton | The Secret Sisters | 3:12 | |
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| Half a Heart Keychain | Riddy Arman | 3:20 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| San Antonio Rose | Tony Trischka, Sierra Ferrell | 3:01 | |
| Johnny Dear | Kassi Valazza | 5:02 | |
| Road May Flood / It's a Heartache | Ian Noe | 4:19 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| Faraway Skies | Dean Johnson | 3:34 | |
| I Was Born To Love You | Ray LaMontagne, Sierra Ferrell | 4:25 | |
| If Today Doesn't Do Me In | Ian Noe | 3:57 | |
| Hello Stranger | Cat Clyde, Jeremie Albino | 2:27 | |
| Anywhere I Go | Jack Klatt | 3:36 | |
| I'll Meet You in Montana | Vincent Neil Emerson | 3:33 | |
| Terlingua Girl | Lillie Mae | 4:14 | |
| Heart Over Mind - GemsOnVHS Field Recording | Todd Day Wait, GemsOnVHS | 2:22 | |
| The Blackest Crow | Viv & Riley | 4:58 | |
| Slow on the Gulf | Tony Kamel | 3:47 | |
| Abigail | Chatham Rabbits | 3:17 | |
| Wild As A Flower | Amanda Fields, Megan McCormick | 2:58 | |
| I Could Drive You Crazy | Sierra Ferrell | 3:36 | |
| Daughter of the Highlands | Old Crow Medicine Show | 4:22 | |
| Starlight | Logan Ledger | 5:21 | |
| Rhododendron - Alt Version | Bella White | 5:22 | |
| Lookin' Over My Shoulder | John R. Miller | 3:37 | |
| Silver Dollar - Alternative Version | Sierra Ferrell | 2:02 | |
| All I Gave To You | Bella White | 3:28 | |
| American Dreaming | Sierra Ferrell | 4:17 | |
| Nobody Has To Know Your Mind | John R. Miller | 4:53 | |
| Numbers | Bella White | 4:28 | |
