| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Hard On You | Daniel Romano | 3:27 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| I Like Austin, But I Love San Antone | Garrett T. Capps | 3:10 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| I Got This | Sarah Shook & the Disarmers | 2:59 | |
| After You | Joseph Huber | 4:11 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| Tides | Gold Child | 3:40 | |
| A Ghost to Most | Drive-By Truckers | 4:41 | |
| Four Years of Chances | Margo Price | 4:33 | |
| Jars At Home | Trampled by Turtles | 2:09 | |
| Tall and Mighty | Kelsey Waldon | 3:11 | |
| Self Destructive Zones | Drive-By Truckers | 4:12 | |
| Bones | Willy Tea Taylor | 2:26 | |
| Laugh to Keep from Crying | Emily Nenni | 3:44 | |
| Breakfast | Darrin Bradbury | 3:06 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Buddies | Lauren Barth | 3:25 | |
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| Burn One With John Prine | Roger Harvey | 3:35 | |
| Red Dress | Lavender Country | 4:23 | |
| Irene | Ian Noe | 3:53 | |
| Sad | Carson McHone | 3:45 | |
| Last of the Better Days Ahead | Charlie Parr | 3:11 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Chino | Kassi Valazza | 6:08 | |
| Undone | Yarn | 3:27 | |
| At Your Window | Trampled by Turtles | 3:24 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Johnny Dear | Kassi Valazza | 5:02 | |
| Goodbye Queen | Jaime Wyatt | 3:17 | |
| You're Leaving Me | Lydia Loveless | 2:29 | |
| Somebody Else | Sarah Shook & the Disarmers | 3:01 | |
| Last Mule in the Holler | The Local Honeys | 3:46 | |
| 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 | |
| Trans-Am | Croy and the Boys | 2:46 | |
| Your Heart's a Big Tent | Willi Carlisle | 3:38 | |
| The Way She Looked at You | Sarah Shook & the Disarmers | 4:20 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Sometimes Dogs Bark at Nothing | JP Harris | 2:27 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| Lookin' Over My Shoulder | John R. Miller | 3:37 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| The Way I Oughta Go | Bella White | 4:11 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| River Of Fools | Logan Ledger | 3:11 | |