| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Dogs in the Daylight | Jeffrey Martin | 5:17 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Leaves and Kings | Josh Ritter | 3:27 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Franklin's Tunnel (feat. Sea of Bees) | Tré Burt, Sea Of Bees | 2:25 | |
| Just the Other Side of Nowhere (Kris Kristofferson cover) | M. Ward | 4:09 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Winter to Pry | The Deer | 4:34 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Black Flower Blooming | The Dead Tongues | 4:12 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| Black Rain, Black Rain | A.A. Bondy | 3:14 | |
| Husbands and Wives | John Doe, The Sadies | 2:42 | |
| Goin' Away | Hurray For The Riff Raff | 2:19 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Country Song | Scott Ballew | 2:04 | |
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| Winsome Smile | Chris Smither | 3:34 | |
| The South Saskatchewan River | Kacy & Clayton | 3:43 | |
| A Losing Song | Daniel Romano | 3:30 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Tortilla Moon | Scott Ballew | 3:24 | |
| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Long Island Sound | James McMurtry | 6:47 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Leave The City | Magnolia Electric Co., Jason Molina | 4:28 | |
| Love Is so Easy | Hayes Carll | 3:04 | |
| Clear the Crowds | Jim Bryson | 2:47 | |
| All the Best | My Morning Jacket | 3:16 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Don't This Look Like The Dark | Magnolia Electric Co., Jason Molina | 4:11 | |
| Live / Die | Nellie Pearl | 3:42 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| Needed | Robbie Fulks | 5:07 | |
| Breakfast | Darrin Bradbury | 3:06 | |
| The Ghost | Deer Tick | 3:31 | |
| I Know It's Wrong (But That's Alright) | Hurray For The Riff Raff | 2:58 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Bugeye Jim | Billy Bragg, Wilco | 3:14 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |