| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Learnin' to Drown | Vincent Neil Emerson | 4:53 | |
| Playground / Battlefield | Joseph Huber | 4:20 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Trouble | Joshua Ray Walker | 3:30 | |
| Lately | Garrett T. Capps, Augie Meyers | 3:27 | |
| Hired Hand | Gail Steiger | 2:59 | |
| Appalachia Haze | Ian Noe | 3:53 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| So Far Away | Justin Wells | 2:53 | |
| Parking Lots | John R. Miller | 3:35 | |
| Omaha | The Gourds | 3:15 | |
| The Last Thing to Go | Kris Kristofferson | 2:59 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Spookin' The Horses | Fred Eaglesmith | 4:37 | |
| Waves | Sam Baker | 5:59 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Story of You | The Flatlanders | 2:00 | |
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| Madalyn's Bones | Gurf Morlix | 3:32 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Our Little Town | Blaze Foley | 5:11 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Carmelita | Fred Eaglesmith | 4:30 | |
| Diminished Things | Joseph Huber | 5:31 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Autographs in the Rain (Song to Willie) | Kinky Friedman | 3:44 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Loving You | Ian Noe | 2:17 | |
| Far From Home | Western Centuries | 3:52 | |
| Wilder Than Her - Live at Corner Hotel, Melbourne, Australia | Audrey Auld, Fred Eaglesmith | 5:04 | |
| Closer to the Bone | Kris Kristofferson | 2:32 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Cole | Adam Carroll | 3:57 | |
| Sadder Day | Western Centuries | 4:30 | |
| The Winner | Kris Kristofferson | 4:58 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Buck Naked | Terry Allen | 3:14 | |
| River Of Fools | Logan Ledger | 3:11 | |
| The Rock Of My Soul | Rodney Crowell | 4:50 | |
| Jealous Man | Hoyt Axton | 1:20 | |