| It Won't Be Long Now | Linda Thompson | 2:37 | |
| Braver Newer World | Jimmie Dale Gilmore | 5:00 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Old North Side | Malcolm Holcombe, Iris DeMent | 4:06 | |
| Way I Am | Martin Sexton | 5:11 | |
| In Spite of Ourselves | Iris DeMent | 3:04 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Wildwood | Chatham County Line | 3:06 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Green, Green Rocky Road | Oscar Isaac | 3:17 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| When I Go | Dave Carter, Tracy Grammer | 4:16 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
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| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Only In The Past | The Be Good Tanyas | 4:58 | |
| No One Will Laugh | Dan Reeder | 2:34 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| I've Got That Old Time Religion in My Heart | Iris DeMent | 3:04 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| (We're Not) The Jet Set (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| The Longest Day | Megafaun | 3:51 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Two Cans of Paint | Robert Ellis | 4:37 | |
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | |
| Aeroplane | the everybodyfields | 3:27 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Cripple Creek | Buffy Sainte-Marie | 1:50 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Ambrose Larsen | Tom Russell, Sondre Bratland, Iris DeMent | 4:50 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |
| Tennessee Time | Valerie June | 3:12 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Acres Of Corn | Tom Russell, Iris DeMent | 3:44 | |
| At My Window Sad And Lonely | Billy Bragg, Wilco | 3:27 | |
| Church St. Blues | Norman Blake | 2:55 | |
| Come All Ye Fair And Tender Ladies | The Chieftains, Pistol Annies | 4:20 | |