| Sweet Is the Melody | Iris DeMent | 3:41 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Mercy | Po' Girl | 4:56 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Café Society | Bruce Cockburn | 4:37 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| High as Johnny Thunders | Chuck Prophet | 3:18 | |
| Midnight Train | David Rawlings | 3:18 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Willin' | Richard Shindell | 3:15 | |
| I'll Be Yours | The Americans | 5:47 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Annie Melton | Charlie Parr | 2:45 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| You've Done Nothing Wrong | Iris DeMent | 4:22 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
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| Kansas | Fred Eaglesmith | 3:44 | |
| The Trouble with Time | Darrin Bradbury, Margo Price | 2:18 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Isn't That So | Jesse Winchester | 2:25 | |
| A Hard Rain's Gonna Fall (feat. John Craigie & Ben Morrison) | Rainbow Girls, Ben Morrison, John Craigie | 6:21 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| These Hills | Iris DeMent | 3:40 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Old North Side | Malcolm Holcombe, Iris DeMent | 4:06 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| October Mornin' | Malcolm Holcombe, Iris DeMent | 3:48 | |
| Scarlett Roses | Grayson Capps | 4:33 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Where Only the Graves Are Real | Otis Gibbs | 3:13 | |
| Can't Let Go | Lucinda Williams | 3:28 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| On The Way Downtown | Peter Case | 3:36 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
