| Undone in Sorrow | Ola Belle Reed, Bud Reed, John Coffey | 3:20 | |
| Me and my uncle | Mike Wilhelm | 3:19 | |
| The Bottomless Hole | The Handsome Family | 3:16 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Johnny Dear | Kassi Valazza | 5:02 | |
| Did Life Make You Bitter? | Steph Green | 2:57 | |
| Ferris Wheel | Possessed by Paul James | 5:01 | |
| No Mama Blues | Sam Doores, Riley Downing, The Tumbleweeds | 3:44 | |
| Troubles | Anna & Elizabeth | 2:14 | |
| There Are Lines In My Face | Daniel Romano | 4:59 | |
| Gospel Plow | Chance McCoy & The Appalachian String Band | 4:37 | |
| Goodnight, Irene - 2022 Remaster | Lead Belly | 2:32 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| (Good Old Electric) Washing Machine (Circa 1943) | John Hartford | 2:06 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Fight My Way Out | Dan Reeder | 3:12 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Lost Case Of Bein' Found | Scott H. Biram | 2:26 | |
| Border Palace | Terry Allen | 1:48 | |
| When it Rains | The Handsome Family | 2:25 | |
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| Blue and Wonder | Richard Buckner | 3:47 | |
| Hesitation Blues | Old Crow Medicine Show | 3:38 | |
| Coal Miner's Blues - 2021 Remaster | Hazel Dickens, Alice Gerrard | 2:42 | |
| Wallflower | Doug Sahm | 2:39 | |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Three Chords | Dan Reeder | 0:59 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Boy Howdy, Hot Dog! - GemsOnVHS Field Recording | Willi Carlisle, GemsOnVHS | 3:20 | |
| Knowing That You're Mine | Daniel Romano | 3:36 | |
| Fought the Blues and Won | The Deslondes | 3:29 | |
| Wouldn't You Believe It - Remastered | Arlo Guthrie | 3:22 | |
| Playing the Fool | The Lostines | 2:25 | |
| Drunk By Noon | The Handsome Family | 2:51 | |
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | |
| White Ash & Black Ash | Fred Eaglesmith | 3:44 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Braver Newer World | Jimmie Dale Gilmore | 5:00 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Please Don't Let Me Love You | Delaney Davidson, Marlon Williams | 2:54 | |
| Gun Street Girl - 2023 Remaster | Tom Waits | 4:36 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Treat Me Like A Saturday Night - 2022 Remaster | Joe Ely | 3:03 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Country Death Song | Violent Femmes | 5:02 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Dark As A Dungeon | Nitty Gritty Dirt Band, Merle Travis | 2:47 | |