| Second Wind | Greg Trooper | 4:38 | ||
| Peace in Our Hearts | Eliza Gilkyson | 3:56 | ||
| Unforgiven | Bap Kennedy | 3:37 | ||
| Freak Flag | Greg Brown | 4:19 | ||
| Thank God for the Road | The Flatlanders | 5:00 | ||
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | ||
| Learning How to Live Alone | Travis Meadows | 4:06 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Golden Child | The Honeycutters | 3:34 | ||
| Life is Fine | Tom Rush | 3:39 | ||
| If I Could Make You My Own | Dori Freeman | 3:22 | ||
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | ||
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | ||
| Farewell Blues | Luke Winslow-King | 4:01 | ||
| The Secret of a Long Lasting Love | Blackie & The Rodeo Kings, Nick Lowe | 3:42 | ||
| You Are My Home | Amanda Shires | 3:39 | ||
| Mary of the Scots in Queens | Greg Trooper | 3:56 | ||
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | ||