| That Kind of Life | Ian Noe | 3:20 | ||
| Leave It Alone | Leon Majcen | 2:58 | ||
| You Look to Yours | Colter Wall | 4:32 | ||
| The Highway Less Taken | Justin Wells | 3:22 | ||
| Best I Could Do | Jeremy Pinnell | 4:01 | ||
| Girl With The Dirty Hair | Adam Carroll | 2:43 | ||
| Dreaming of Montana | David Miner | 3:59 | ||
| South Dakota Wild One | The Deslondes | 3:23 | ||
| Strip Job Blues 1984 | Ian Noe | 3:25 | ||
| Prairie Evening/Sagebrush Waltz | Colter Wall | 3:35 | ||
| Water in a Well | Sturgill Simpson | 3:46 | ||
| The Ballad of Black Jack Ketchum | Tylor & the Train Robbers | 6:02 | ||
| Dark Side of the Street | Arlo McKinley | 4:26 | ||
| The Bullfighter | Luke Bell | 3:23 |