| Trans-Am | Croy and the Boys | 2:46 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Undone in Sorrow | Ola Belle Reed, Bud Reed, John Coffey | 3:20 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
| Please | The Sons of Rainier | 2:25 | |
| Hurry Home | The Deslondes, Dan Cutler, Riley Downing | 3:15 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Jackson | Josh Okeefe, Cora Carpenter | 2:35 | |
| Hard By the Highway | Richard Dobson | 2:38 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Poor Boy Blues | Wayne Hancock | 2:20 | |
| In the Mud | The Bobby Tenderloin Universe | 2:34 | |
| New Wave Blues | Blaze Foley & the Beaver Valley Boys | 2:48 | |
| Sick, Sober and Sorry (with Johnny Bond) | Lefty Frizzell, Johnny Bond | 2:33 | |
| Octavia Triangle | The Local Honeys | 4:24 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Working on a Song | Todd Snider | 3:08 | |
| Me and my uncle | Mike Wilhelm | 3:19 | |
| Two Arms | Chris Acker | 3:10 | |
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| Nothing's Right | Will Stewart | 2:52 | |
| Passing Through | Cisco Houston | 2:34 | |
| Black Star | Nick Shoulders | 2:42 | |
| I'm so Lonesome I Could Cry | Steve Young | 3:31 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| Crazy Eyed Woman | Woody Pines | 2:44 | |
| Pipeline | Brennen Leigh | 2:46 | |
| Train on the Island | Hazel Dickens, Alice Gerrard | 1:44 | |
| Milky White Way | Jackson and the Janks | 3:51 | |
| Let Me Ride in Your Big Cadillac | Blaze Foley, Ben Dickey | 3:42 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| Mercenary Song | Steve Earle | 2:43 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| Old Chunk of Coal | Billy Joe Shaver | 2:40 | |
| Pineywood Blues | Nick Hans | 4:33 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| The Yard Dance | Esther Rose | 2:25 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| Chicago | Ramsay Midwood | 4:50 | |
| She's My Rock | Stoney Edwards | 2:24 | |
| Lorene | The Louvin Brothers | 2:03 | |
| Home - Single Version | Roger Miller | 1:45 | |
| Cumberland Gap | Frank Proffitt | 1:25 | |
| High On Jesus | Kinky Friedman | 3:55 | |
| Mohawk River | Ramsay Midwood | 4:09 | |