| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Dallas | The Flatlanders | 3:01 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| The Outskirts | Trampled by Turtles | 5:53 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Irene | Ian Noe | 3:53 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Texas Talking | Shinyribs | 3:26 | |
| Black Dog | Blue Mountain | 2:34 | |
| Plugerville | Ramsay Midwood | 2:13 | |
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| Seven-Mile Island | Jason Isbell and the 400 Unit | 4:08 | |
| I'm a Little Mixed Up | Eilen Jewell | 3:01 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| The Door Was Always Open | Joe Pug | 2:49 | |
| March Wind's Gonna Blow My Blues All Away | Charley Crockett | 2:24 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Levelland | James McMurtry | 5:23 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Night Train to Memphis | Charley Crockett | 2:19 | |
| Jackpot | Nikki Lane | 3:33 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Humidifier | Jonny Fritz | 2:22 | |
| Good Luck Charm | Pokey LaFarge | 2:37 | |
| I Want It So Bad | The Gourds | 3:37 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Starlight | Logan Ledger | 5:21 | |
| Drinkin' Days | Slaid Cleaves | 4:25 | |
| Crazy About You | Whiskeytown | 2:45 | |