| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Things Might Turn Out Right | Jon Dee Graham | 3:34 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Before I Go | John Hiatt | 3:34 | |
| Can't Find My Way Home - Bonus Track | Rosie Flores | 4:12 | |
| Listen | Ray Bonneville | 3:48 | |
| Another Despair | Malcolm Holcombe | 2:42 | |
| Scarlett Roses | Grayson Capps | 4:33 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Childish Things | James McMurtry | 4:35 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| KC Moan | Billy Bragg, Joe Henry | 2:40 | |
| Things Is Changin' | Fred Eaglesmith | 3:08 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Leavin' Anna | Malcolm Holcombe | 3:47 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
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| Angels and Acrobats | Rod Picott | 2:55 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Life is Fine | Tom Rush | 3:39 | |
| Oval Room | Blaze Foley | 4:04 | |
| Don't Play Around | Malcolm Holcombe, Futureman, Tony Joe White | 5:10 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Heaven (feat. Iris Dement) | Jason Wilber, Iris DeMent | 3:47 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Vaquero | James McMurtry | 4:41 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Levelland | James McMurtry | 5:23 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| I Won't Die Alone | Shelby Lynne | 2:41 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| No More Buffalo | James McMurtry | 7:19 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
