| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Shotgun Hearts | Amy Speace, The Orphan Brigade | 4:46 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| I Know | John Gorka | 2:35 | |
| One Paper Kid | Two Dollar Pistols, Tift Merritt | 4:48 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Grave Angels | Joe Henry | 5:31 | |
| Take Me Down | Kelly Willis | 3:45 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Ballad of the Sun and the Moon | Alejandro Escovedo | 4:32 | |
| Levelland | James McMurtry | 5:23 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| For Free | Tift Merritt | 4:57 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| River Song | Tom Rush | 3:56 | |
| Pale Fire | Amanda Shires | 3:16 | |
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| After the Rain | Chuck Prophet | 3:35 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| What's One More Time | Lori McKenna | 4:03 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| In Chicago | Amy Speace | 3:42 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Love Soldiers On | Tift Merritt | 2:59 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Childish Things | James McMurtry | 4:35 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Strange Conversation | Kris Delmhorst | 3:36 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| I Wanna Go Home | Lilly Hiatt | 2:49 | |
| Don't Toss Us Away | Lone Justice | 4:19 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Every River | Kim Richey | 3:59 | |
| Good Hearted Man | Tift Merritt | 3:39 | |
| I'm Alright | Kim Richey | 4:01 | |
| Hot Burrito #1 | The Mavericks | 3:54 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | |