| Bones | Willy Tea Taylor | 2:26 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Rodeo | Jeremy Pinnell | 3:10 | |
| Over the Red Cedar | Charlie Parr | 4:19 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| Boy from Charlevoix | Kate Rhudy | 2:35 | |
| Can Chaser | Emily Nenni | 3:27 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| There Are Lines In My Face | Daniel Romano | 4:59 | |
| Stranger | Sarah Shook & the Disarmers | 3:37 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Dog - Audiotree Live Version | The Bottle Rockets, Audiotree | 2:21 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Revelations | Sarah Shook & the Disarmers | 3:01 | |
| Six Years Come September | American Aquarium | 3:51 | |
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| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Self Made Man | Rachel Baiman | 2:57 | |
| Don't Need a Lot | Senora May | 2:15 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Believer | Sarah Shook & the Disarmers | 3:10 | |
| Neon Cross | Jaime Wyatt | 4:24 | |
| Nobody Smokes Anymore | Robert Ellis | 3:24 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Less Honkin' More Tonkin' | The Deslondes, Riley Downing | 1:42 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| Damned If I Do, Damned If I Don't - Audiotree Live Version | Sarah Shook & the Disarmers, Audiotree | 3:58 | |
| That River | Margo Cilker | 3:09 | |
| Love’s Gonna Live Here | Buddy Miller, Kacey Musgraves | 2:14 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| I Love You, Charlene | The Local Honeys | 2:54 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Moondog | Joseph Huber | 3:22 | |
| Canola Fields | James McMurtry | 4:49 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Jane Doe | Sarah Shook & the Disarmers | 4:28 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Silver Dollar | Sierra Ferrell | 2:05 | |