| Wishin' I Was Fishin' | Stovehandle Dan Jackson | 3:13 | |
| Be Good Stewards | Jake Vaadeland | 2:33 | |
| Pineywood Blues | Nick Hans | 4:33 | |
| Live Real Lean | Sad Daddy | 3:07 | |
| Into the Now | Gator Nate Augustus | 2:59 | |
| The Summer With No County Fair | Paddy Mills | 3:44 | |
| You Don't Have to Be Afraid of the Vacuum Cleaner | Lewis Franco | 2:59 | |
| Big Wheels | Pat Reedy | 3:23 | |
| Trespassers | Brenn Hill | 2:41 | |
| Hoping and Waiting | Diego Carrilho | 1:33 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| Church Street Blues | Chicken Wire Empire | 3:35 | |
| Tamarack Trees | Jason Dea West | 3:17 | |
| Officer Norris | Blaze Foley & the Beaver Valley Boys | 3:21 | |
| Who's That Fella - Western AF Version | Todd Day Wait, Western AF | 5:28 | |
| Misery Is My Company | The Resonant Rogues | 2:38 | |
| Tires in the Kitchen | Pat Reedy | 1:53 | |
| Town of the Blues | Jake Vaadeland | 3:07 | |
| Railroadin' & Gamblin' | East Nash Grass | 2:53 | |
| P.T.S.D. | Myron Elkins | 4:31 | |
| Black Iowa Dirt | William Elliott Whitmore | 3:06 | |
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| Rise | Tommy Luke | 2:46 | |
| Don't Be Scared | David Childers | 2:48 | |
| Balmorhea | Robert Earl Keen | 2:41 | |
| When You Gonna Be My Baby | Doug Harsch | 2:07 | |
| Rose from the Mountain | The Flatlanders | 2:49 | |
| Goodbye Josephine (feat. Jason Dea West, Aurelia Anne Cohen, John Lewis Richardson, Eric jones, Crystal Reeves & Nora Hastay) | Intuitive Compass, Aurelia Anne Cohen, Crystal Reeves, Eric jones, Jason Dea West, John Lewis Richardson, Nora Hastay | 4:27 | |
| The Day I Split In Two | Tommy Luke | 2:40 | |
| Leave the Path | The Resonant Rogues | 2:39 | |
| I Come and I Go | Dallas Burrow | 4:37 | |
| Who Am I Kidding? | Tony Kamel | 4:21 | |
| Too High | James McCann | 2:23 | |
| Bringing Rain | The Rubber Knife Gang | 2:31 | |
| My Old Kentucky Home | The Local Honeys | 3:46 | |
| Babe | Tommy Luke | 1:37 | |
| Our Love Is Done | Hannah Juanita | 4:12 | |
| Everybody's Brave on the Internet | Jeff Daniels | 2:44 | |
| Roll On, Cowboys | Andy Hedges, Brenn Hill | 4:01 | |
| Porter Wagner (Aka The Silvertone Song) | Adam Carroll | 3:07 | |
| Walkin’ Talkin’ Washin’ Machine | Tommy Luke | 2:55 | |
| Gambler | Deep Chatham | 2:43 | |
| Struggle | The Weary Boys | 1:48 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Faded Loves & Memories | Kentucky John Clay, John R. Miller, Chloe Edmonstone | 3:18 | |
| Check Engine | Jack Studer | 2:37 | |
| Salty Mama | Mirabelle Defoe | 4:03 | |
| Ship Me Off To Hell | The Hill Country Devil, GemsOnVHS | 3:15 | |
| Secondhand Stories | Collin Nash | 3:53 | |
| Nothing Between | Jared Lucius | 4:11 | |