| Adelaide | The Stray Birds | 3:44 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Weight of the World | Western Centuries | 3:22 | |
| In Tall Buildings | Ana Egge | 4:22 | |
| Hold on Me | Twisted Pine | 5:16 | |
| Keep Travelin' | Front Country | 2:48 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Stormy Weather | Sarah Gayle Meech | 2:41 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Apple Tree | Ana Egge | 3:31 | |
| Self Made Man | Rachel Baiman | 2:57 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Down in the Water | Mipso | 2:47 | |
| White Tiger | Ana Egge | 3:12 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Ballad of a Well Known Gun (with John Randall Stewart & Robinella) | Rob Ickes & Trey Hensley, Trey Hensley, Rob Ickes, John Randall Stewart, Robinella | 4:47 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Wicked | Lee Ann Womack | 4:07 | |
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | |
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| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| The Ballad of Frank & Billy Buck | The Local Honeys | 4:21 | |
| To The Wild | The Steel Wheels | 4:13 | |
| Tennessee Song | Margo Price | 4:40 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Hands of Man | The Stray Birds | 2:50 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Angels Among Us | Jenna Rae | 4:51 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Dreamer | Ana Egge | 2:41 | |
| Pipeline | Brennen Leigh | 2:46 | |
| End Of The End Of The World | Lee Ann Womack | 2:18 | |
| In a Wink | Jamie Lin Wilson | 4:42 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| Don't You Sleep | Ana Egge | 3:14 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Go on Lovin' | Dori Freeman | 4:51 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Play Me Another One | The Breakmen | 3:13 | |
| Time is Everything | Viv & Riley | 3:05 | |
| 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 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| River Of Fools | Logan Ledger | 3:11 | |