| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Not So Sure | Joe Pug | 4:35 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Mama | Lula Wiles | 3:18 | |
| Lonely Anywhere | the everybodyfields | 5:45 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Bluebonnet (feat. Caitlin Cary) | Nicholas Altobelli, Caitlin Cary | 2:08 | |
| Too Sober to Sleep | Carolyn Mark, NQ Arbuckle | 3:05 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Color of a Lonely Heart Is Blue | Old 97's | 5:51 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| It's Not Supposed To Be That Way | Phosphorescent | 3:35 | |
| Chameleon | J.R. Rund, Caitlin Cary | 4:51 | |
| Leave The Light On (feat. Rusty Belle and Robin Smither) | Chris Smither | 3:31 | |
| I Gotta Get Drunk | Phosphorescent | 3:38 | |
| Airplane | David Rawlings | 4:44 | |
| The Fair | Caitlin Cary | 5:20 | |
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| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
| South Wind of Summer | The Flatlanders | 4:46 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Heavy | Andrew Combs | 4:03 | |
| Least Most Wanted | Frog Holler | 4:19 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| Hold on to Me | Caitlin Cary | 4:07 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Western Cowboy | Hurray For The Riff Raff | 4:42 | |
| Please Don't Hurry Your Heart | Caitlin Cary | 5:09 | |
| Detroit Or Buffalo | Amanda Shires | 4:08 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| The End | Ryan Adams & The Cardinals | 3:42 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Sweet Illusions | Ryan Adams & The Cardinals | 5:01 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Dear Sarah | Scott Miller | 2:59 | |
| Come What May | Colvin & Earle | 3:11 | |
| Never Needed It More | Chris Smither | 3:17 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |