| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| See the Elephant | James McMurtry | 4:25 | |
| Smile | The Bottle Rockets | 2:25 | |
| Leaving Time | Patterson Hood | 3:31 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Millionaire | Kevin Welch | 3:59 | |
| Grave Angels | Joe Henry | 5:31 | |
| Our Town | Iris DeMent | 5:00 | |
| Old Friends | Chuck Prophet | 3:56 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Scarlett Roses | Grayson Capps | 4:33 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Workin' On A World | Iris DeMent | 3:49 | |
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| Morning Trian | David Francey | 2:28 | |
| Sabine River | Ray Bonneville | 4:46 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | |
| The Wind Doesn't Know You | Malcolm Holcombe | 2:42 | |
| Going Down the Road Feelin' Bad | Dom Flemons | 2:38 | |
| Some Roads | Fred Eaglesmith | 3:30 | |
| Vaquero | James McMurtry | 4:41 | |
| Lungs | Shelby Lynne, Allison Moorer | 2:54 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Canyon Wren | The Two Tracks | 3:53 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Levelland | James McMurtry | 5:23 | |
| Come See About Me | Tom Rush | 2:50 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Grass'll Grow | Ramsay Midwood | 2:00 | |
| Pale Moon | Shannon McNally | 5:12 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Come What May | Colvin & Earle | 3:11 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |