| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Surrounded | Richard Buckner | 2:47 | |
| Heal Me | Sarah Shook & the Disarmers | 3:08 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| I Know It's Wrong (But That's Alright) | Hurray For The Riff Raff | 2:58 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Rotten Alabama | Ramsay Midwood | 3:51 | |
| Eyes of a Child | Blue Mountain | 3:11 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Gone to Stay | Freakwater | 4:56 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| I'm Over You | The Silos | 4:58 | |
| Are the Good Times Really Over for Good? | John Doe, The Sadies | 2:38 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Harlan | Freakwater | 3:02 | |
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| A Working Man Can't Make It No Way | Hiss Golden Messenger | 3:44 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| Hero/Heroine | Freakwater | 3:01 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Golden | Dead Man Winter | 3:00 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Cortez Sail | Terry Allen | 6:10 | |
| You're Leaving Me | Lydia Loveless | 2:29 | |
| Gunpowder | Patty Griffin | 4:22 | |
| Rainsquall | Richard Buckner | 3:49 | |
| Humidifier | Jonny Fritz | 2:22 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Deportee - Plane Wreck at Los Gatos | Dave Alvin, Jimmie Dale Gilmore | 4:52 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Surprise, AZ | Richard Buckner | 3:40 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Virginia | The Deep Dark Woods | 3:53 | |