| What It Takes to Break a Heart | The Hello Strangers | 3:26 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| I'M Gonna Dress In Black | Eilen Jewell | 4:03 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| Grave Angels | Joe Henry | 5:31 | |
| Night Walker | Ray Bonneville | 3:02 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Got My Attention | Bow Thayer, Levon Helm | 4:05 | |
| Meet Me on the Corner | Motel Mirrors, Amy LaVere, John Paul Keith | 2:30 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Oval Room | Blaze Foley | 4:04 | |
| Gunpowder | Patty Griffin | 4:22 | |
| Rich Man's World | Eilen Jewell | 2:55 | |
| Faraway Eyes | The Handsome Family | 4:26 | |
| Who Do Call the Shots | Ray Bonneville | 3:56 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
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| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Vete Ya (feat. Eilen Jewell) | Los Coronas, Eilen Jewell | 3:08 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Heartache Boulevard | Eilen Jewell | 2:41 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Heavy Train | Little Miss Higgins, The Winnipeg Five | 2:01 | |
| Childish Things | James McMurtry | 4:35 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Morning Trian | David Francey | 2:28 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| I Know You | Jeffrey Foucault | 3:54 | |
| Somethings Weren't Meant To Be | Eilen Jewell | 3:06 | |
| Thunderbird | John Hiatt | 4:04 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| The Coo Coo Bird | The Be Good Tanyas | 4:50 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
