| Isn't That So | Jesse Winchester | 2:25 | |
| Every Grain Of Sand | Willie Nile | 3:55 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Old Blue Dog | Charlie Parr | 5:21 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| Heaven (feat. Iris Dement) | Jason Wilber, Iris DeMent | 3:47 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| The Cold Hard Facts of Life | John Doe, The Sadies | 3:04 | |
| Satan's Paradise | Kieran Kane, Kevin Welch, Fats Kaplin | 3:39 | |
| Drivin' | Robert Ellis | 2:46 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| Carolina | The Honeycutters | 3:28 | |
| She's a River | Gurf Morlix | 4:28 | |
| Childish Things | James McMurtry | 4:35 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| 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 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| What of Alicia | Terry Allen | 5:03 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
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| Jerusalem Tomorrow | David Olney | 5:09 | |
| Finish Line | Jade Jackson | 4:03 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Ev'ry Soul Is There | Malcolm Holcombe | 3:21 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| I Went to the Well | Shannon McNally | 4:10 | |
| Walkin' to New Orleans | Gurf Morlix | 4:38 | |
| He Don't Care About Me | Kelly Willis | 2:31 | |
| See the Elephant | James McMurtry | 4:25 | |
| East Side Blues | Frankie Lee | 5:30 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| California Song | Jerry Jeff Walker | 4:26 | |
| My Boat | Tift Merritt | 4:13 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Happy Wonderland | Malcolm Holcombe | 3:27 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| East of Eden | Tom Rush | 3:29 | |
| Not Many Miles To Go | Rosanne Cash | 4:03 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Pallbearer | Josh Turner, Iris DeMent, Marty Stuart | 4:32 | |
| Geronimo | Shannon McNally | 3:50 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Rabbit Hole | Rosanne Cash, Colin Meloy | 4:07 | |