| Sing Along | Robert Ellis | 4:09 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Every Kinda Everything | The Bottle Rockets | 2:33 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Cane River Blues | Adam Carroll | 3:59 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| One Man's Trash | Yarn | 3:36 | |
| Smile | The Bottle Rockets | 2:25 | |
| Far From Home | Western Centuries | 3:52 | |
| Wherever You Go | Dee White | 3:20 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| She's a River | Gurf Morlix | 4:28 | |
| Ramblin' Man Chapter 33 | Josh Morningstar | 4:16 | |
| After the Storm | The Flatlanders | 3:52 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Highway Shine | Vincent Neil Emerson | 3:33 | |
| What Would Willie Do | Bruce Robison | 5:14 | |
| Grandpa Was a Carpenter | John Prine | 2:52 | |
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| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| The Road Neverending | The Tillers | 4:01 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Heaven's High | Wrinkle Neck Mules | 3:49 | |
| Texas Sun | Bastard Sons of Johnny Cash | 3:11 | |
| Bear Creek Blues | John Prine | 4:45 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| I Don't Believe | Jeremy Pinnell | 3:04 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Welding Burns | Rod Picott | 3:43 | |
| Millionaire | Kevin Welch | 3:59 | |
| Hi-fi Love | Adam Carroll | 4:47 | |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| Outlaw Life | Jeremy Pinnell | 3:43 | |
| Steady Hand | Hogslop String Band | 2:42 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| Jackson | Annalisa Tornfelt | 3:17 | |
| Fell Off the Wagon | Joseph Huber | 3:42 | |
| Let's Have A Good Thing Together | Jim Lauderdale | 2:09 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| The Wheel | John R. Miller | 3:05 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| On Wounded Knee | Wrinkle Neck Mules | 4:59 | |
| Heartbreak Man | Sam Morrow | 3:49 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
