| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Dogwood | Terry Allen | 4:31 | |
| James Alley Blues | Willie Watson | 4:06 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Last Man On Earth | Loudon Wainwright III | 5:01 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Long Time Gone | Peter Case | 4:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Grave Angels | Joe Henry | 5:31 | |
| I'm a Mess | Nick Lowe | 3:10 | |
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| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Heading Home | Pieta Brown | 3:43 | |
| Headed for a Fall | Jimmie Dale Gilmore | 5:07 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Nobody Knew His Name | John Hiatt | 4:25 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Train to Birmingham | John Hiatt | 3:38 | |
| What of Alicia | Terry Allen | 5:03 | |
| Tomorrow's Going to Be a Better Day | Billy Bragg | 3:10 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Midnight Train | David Rawlings | 3:18 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| No Love At All | T Bone Burnett | 2:54 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Down Low | Teddy Thompson | 5:52 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Birches | Bill Morrissey | 3:22 | |
