| Depression Blues | Sam Doores, Riley Downing, The Tumbleweeds | 5:18 | |
| One Road More | The Flatlanders | 2:38 | |
| Rosco | Ramsay Midwood | 2:57 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Goldmine | Teddy and The Rough Riders | 2:16 | |
| Please Help Me, I'm Falling | Cole Wilson, The Tumbleweeds | 2:30 | |
| Take Me in the Lifeboat | Ken Lemon, The Tumbleweeds | 2:40 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Nothing's Right | Will Stewart | 2:52 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Going Back to Carolina | Art Lown | 2:12 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Stewball | Willie Watson | 3:47 | |
| They Know My Name | Pat Reedy | 3:05 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Hound Dog | Rattlesnake Milk | 4:01 | |
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| Iām Not Ready | Riley Downing | 3:18 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Lubbock Woman | Terry Allen | 3:36 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| Panicked and Paralyzed | Chris Acker | 4:42 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Bhagavan Decreed | The Flatlanders | 3:00 | |
| Amarillo Highway (for Dave Hickey) | Terry Allen | 4:00 | |
| Walking | Chris Acker | 4:48 | |
| Plugerville | Ramsay Midwood | 2:13 | |
| More Pretty Girls Than One | Doc & Merle Watson | 2:52 | |
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| Doing It Wrong | Riley Downing | 4:27 | |
| I've Endured | Ola Belle Reed, Bud Reed, David Reed | 2:52 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
| Rock Salt And Nails | Steve Young | 3:42 | |
| Sirens Call (feat. Jessie Antonick & Sam Doores) | Pony Hunt, Jessie Antonick, Sam Doores | 4:32 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| Sold American | Kinky Friedman | 3:17 | |