| The Wheel | John R. Miller | 3:05 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Verde River | Kassi Valazza | 4:24 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| All over Now | Woody Pines | 3:05 | |
| Desert Rose | TK & The Holy Know-Nothings | 4:30 | |
| Bottle Green | Theo Lawrence | 2:09 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| El Paso | The Gourds | 3:10 | |
| The Game | Esther Rose | 5:04 | |
| Old Chunk of Coal | Billy Joe Shaver | 2:40 | |
| Are They Gonna Make Us Outlaws Again | Gus Clark & the Least of His Problems | 4:12 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Arm's Length Away | Izaak Opatz | 3:30 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Where You're Going | The Sons of Rainier | 2:31 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Reuben's Train | Sam Doores, Riley Downing, The Tumbleweeds | 3:45 | |
| The Cat Came Back | Cole Wilson, The Tumbleweeds | 2:33 | |
| Let’s Sit Down | The Pink Stones | 4:07 | |
| Hey Good Lookin' | The Tumbleweeds | 2:54 | |
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| Off the Shelf | Western Centuries | 5:47 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Coyote | Rattlesnake Milk | 2:49 | |
| Best To Be Alone | Wayne Hancock | 2:45 | |
| My Old Montana Home | The Tumbleweeds | 3:04 | |
| Tears Stupid Tears | Nick Shoulders | 3:25 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Duncan And Brady | Woody Pines | 1:55 | |
| What Are They Doing In Heaven Today? | The Deslondes, Twain | 3:00 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Working on a Song | Todd Snider | 3:08 | |
| South Dakota Wild One | The Deslondes | 3:23 | |
| Border Palace | Terry Allen | 1:48 | |
| Boy Howdy, Hot Dog! | Willi Carlisle | 3:18 | |
| Wabash Cannonball | Cole Wilson, The Tumbleweeds | 3:19 | |
| Please Don't Let Me Love You | The Tumbleweeds | 2:45 | |
| Memphis Women and Chicken | Donnie Fritts | 3:51 | |
| Hard On You | Daniel Romano | 3:27 | |
| Won’t Somebody Play | Riley Downing | 3:46 | |
| Jackson | Josh Okeefe, Cora Carpenter | 2:35 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Sirens Call (feat. Jessie Antonick & Sam Doores) | Pony Hunt, Jessie Antonick, Sam Doores | 4:32 | |
| Tennessee's Not The State I'm In - 2022 Remaster | Joe Ely | 3:02 | |
| Cold Show (feat. Jessie Antonick & Sam Doores) | Pony Hunt, Jessie Antonick, Sam Doores | 4:16 | |