| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | ||
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | ||
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | ||
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | ||
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | ||
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | ||
| Desperate & Depressed | Margo Price | 3:31 | ||
| Dog | Charlie Parr | 3:59 | ||
| Let Me Lose | Jake Xerxes Fussell | 5:05 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| The Water Wars | Richmond Fontaine | 3:21 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | ||
| Salt Water | Charlie Parr | 5:57 | ||
| Coalminers | Uncle Tupelo | 2:33 | ||
| Way of the Dinosaur | Early James | 3:48 | ||
| Arlene | The Handsome Family | 3:37 | ||
| Never Again | The Sadies | 2:36 | ||
| Rock Salt and Nails | Willie Watson | 3:47 | ||