| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Leave The City | Magnolia Electric Co., Jason Molina | 4:28 | |
| 911 | Ramsay Midwood | 4:26 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Star Girl | Jake Xerxes Fussell | 4:04 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Hero/Heroine | Freakwater | 3:01 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Katie Dear | The Felice Brothers | 3:58 | |
| Downtown | The Cactus Blossoms | 3:14 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Bolshevik and Bollweevil | Freakwater | 4:27 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Anna Leigh | The Sadies | 3:21 | |
| Drivin' | Robert Ellis | 2:46 | |
| On the Streets | Rico Bell | 3:55 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| California Zephyr | Jay Farrar, Benjamin Gibbard | 2:23 | |
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| Twisted Wire | Freakwater | 3:14 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Lullaby | Freakwater | 2:12 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| (This Ain't A) Sad Song | The Deslondes, Sam Doores | 3:21 | |
| Midnight At the Movies | Justin Townes Earle | 3:22 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Fool Such As I | John Doe, The Sadies | 2:32 | |
| Crazy Man | Freakwater | 2:39 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Big Things | Ted Hawkins | 2:42 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Somebody Remembers The Rose | Whiskeytown | 2:30 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
