| Reckless | Rodney Crowell | 3:30 | |
| I'm the Law in This Old Town | Chip Taylor, Kendel Carson, John Platania | 4:16 | |
| House Where Nobody Lives | Tom Waits | 4:14 | |
| Whiskey Poet | Corinne West, Kelly Joe Phelps | 4:41 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| I'll Follow Your Trail | Sean Rowe | 3:50 | |
| On a Bus to St. Cloud | Gretchen Peters | 4:48 | |
| Silence | John Gorka | 3:14 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| One Part Love | Jeffrey Foucault | 4:07 | |
| Like a Rolling Stone | Eddie Berman, Laura Marling | 6:35 | |
| Down The Mountain | Robinella | 3:09 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| Fortunate Son | Todd Snider | 2:43 | |
| Come On In My Kitchen | Crooked Still | 4:59 | |
| Walk With Me | Ray Bonneville | 2:51 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| The Aviator's Song | Gretchen Peters | 4:40 | |
| Footprints | Kelly Joe Phelps | 4:35 | |
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| A Thousand Tiny Pieces | The Be Good Tanyas | 3:45 | |
| Beautiful World of Mine | Eliza Gilkyson | 4:04 | |
| Prisoner | Cary Morin | 4:09 | |
| Love Me Baby Blues | Kelly Joe Phelps | 4:42 | |
| No Not Me | Pieta Brown | 4:19 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Midnight Train | David Rawlings | 3:18 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| Ricochet | Pieta Brown | 2:49 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Hobo's Son | Kelly Joe Phelps | 4:07 | |
| I'm Alive | Jackson Browne & David Lindley | 5:03 | |
| Maybe I'll Go | Guy Davis | 3:00 | |
| Americans in Corduroys | Jeffrey Foucault | 4:49 | |
| Roll Away the Stone | Kelly Joe Phelps | 4:50 | |
| Amelia | Corinne West, Kelly Joe Phelps | 3:53 | |
| Goin' by Feel | Ray Bonneville | 3:51 | |
| Morning Trian | David Francey | 2:28 | |
| Call It A Loan | Jackson Browne & David Lindley | 5:02 | |
| You Don't Make It Easy Babe | Josh Ritter | 2:32 | |
| Cypress Grove | Kelly Joe Phelps | 6:29 | |
| Mother to Child | Corinne West, Kelly Joe Phelps | 4:29 | |
| Blackbirds | Gretchen Peters | 4:32 | |
| Plumb Line | Kelly Joe Phelps | 3:01 | |
| You Must Unload | Ry Cooder | 5:26 | |
| She's Leaving Home | Miloš Karadaglić, Tori Amos | 4:15 | |
| Say It Isn't So | Richie Havens | 2:42 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |