| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Still Fighting the War | Slaid Cleaves | 2:56 | |
| Call The Captain | Steep Canyon Rangers | 4:13 | |
| Here Comes the Flood | Dailey & Vincent, David Rawlings | 5:18 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Love Is Free | Gasoline Lollipops | 3:50 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Airplane | David Rawlings | 4:44 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Denver Girls | Gill Landry | 4:09 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
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| St. Brendan's Isle | Jake Xerxes Fussell | 3:52 | |
| Fifteen Passenger Van | Jonny Fritz | 2:05 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Love Is so Easy | Hayes Carll | 3:04 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Long Low Down | Whiskey Shivers | 4:30 | |
| Three Thousand Miles | Corin Raymond | 4:17 | |
| Lies I Chose to Believe | John Moreland | 3:41 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Our Lady of the Tall Trees | Cahalen Morrison & Eli West | 3:43 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| When It Breaks | Possessed by Paul James | 4:31 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Lindsey Button | David Rawlings | 5:03 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
| Girl Of The North Country | Sam Bush | 5:17 | |
| Blackjack David | Dave Alvin | 4:59 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |