| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Chase Wild Horses | Kim Richey | 3:42 | |
| Scattered & Small | Amelia Curran | 3:32 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Hearts Of Men | The Honeycutters | 4:35 | |
| Always | John Gorka | 3:55 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| One Red Rose | Iris DeMent | 3:07 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Holding On | Cheryl Wheeler | 3:59 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Something Came Over Me (feat. Sam Beam) | Tift Merritt, Sam Beam | 3:25 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
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| Time Stands Still | Chris Smither | 3:45 | |
| You And Tequila | Matraca Berg | 4:07 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| One Good Reason | Lucy Kaplansky | 3:09 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Small Talk Relations | Tift Merritt | 3:23 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Long Way | Antje Duvekot | 6:07 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Man Over | Robinella and the CCstringband | 3:57 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Needle & Thread | Eilen Jewell | 3:40 | |
| Grave Angels | Joe Henry | 5:31 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Little Piece of History | Zoe Muth | 4:28 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Mixtape | Tift Merritt | 3:18 | |
| Hockey Skates | Kathleen Edwards | 4:28 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| Tell Me Something True | Tift Merritt | 3:00 | |
| Geronimo | Shannon McNally | 3:50 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |