| Across the Great Divide | Nanci Griffith | 3:57 | |
| Sin City - 2007 Remaster | Beck & Emmylou Harris | 4:00 | |
| My First Lover | Gillian Welch | 3:45 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| All the Best | My Morning Jacket | 3:16 | |
| Whatever's Left | Zoe Muth and the Lost High Rollers | 5:25 | |
| Things That You Know | The Wailin' Jennys | 3:49 | |
| To Myself | Tift Merritt | 3:34 | |
| Pass You By | Gillian Welch | 3:57 | |
| Angeline | James McMurtry | 4:04 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Take The Long Way | Po' Girl, C.R. Avery | 5:32 | |
| One Paper Kid | Two Dollar Pistols, Tift Merritt | 4:48 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Wrecking Ball | Gillian Welch | 4:56 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Thunderstorm / Hurricane | Allison Moorer | 2:48 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
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| You And Tequila | Matraca Berg | 4:07 | |
| Johnny Rottentail | Amy Ray | 2:00 | |
| Sing to Me | Red Molly | 3:29 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| Outskirts | James McMurtry | 4:07 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Ricochet | Pieta Brown | 2:49 | |
| Come Inside | Zoe Muth and the Lost High Rollers | 4:29 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Remember Me | The Little Willies | 3:59 | |
| Down Low | Teddy Thompson | 5:52 | |
| I Drink | Mary Gauthier | 4:30 | |
| Mixtape | Tift Merritt | 3:18 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Stumbling Through The Dark | The Jayhawks | 2:24 | |
| Memphis | Cry Cry Cry | 4:55 | |
| Something To Me | Tift Merritt | 4:09 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | |
| Best Of All Possible Worlds | The Little Willies | 3:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |