| Bubble Gum | Adam Carroll | 3:34 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Weight of the World | Western Centuries | 3:22 | |
| Smile | The Bottle Rockets | 2:25 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| If Today Doesn't Do Me In | Ian Noe | 3:57 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| I Only Drink Alone | JP Harris | 2:30 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Hold On I | Chris Smither | 4:03 | |
| Story of You | The Flatlanders | 2:00 | |
| Something More | Otis Gibbs | 4:16 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Burning Still | Bob Childers | 2:56 | |
| Righteous Ways | Scott H. Biram | 2:51 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Wand'rin Star | Kinky Friedman | 4:36 | |
| Leavin' Blues | Willie Watson | 3:29 | |
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| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Far From Home | Western Centuries | 3:52 | |
| Junk Town | Ian Noe | 4:21 | |
| Keep It Clean | Willie Watson | 3:35 | |
| My Shits Fucked Up | Kinky Friedman | 3:13 | |
| That's What You Do | Fred Eaglesmith | 4:34 | |
| Big Bright World | Jeremy Pinnell | 4:16 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Warm Guns | Western Centuries | 4:55 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Greasy Dollar | David Childers | 3:46 | |
| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | |
| Ramblin' Man Chapter 33 | Josh Morningstar | 4:16 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Ding Wendell | Meryl Parker | 2:39 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Seven Shells | Fred Eaglesmith | 2:23 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| The Winner | Kris Kristofferson | 4:58 | |