| Holy Water | Jonny Fritz | 2:40 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| Green Hills | Eilen Jewell | 2:23 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I'll Let You Pick a Window | Barna Howard | 3:34 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Last Thing on My Mind | Mapache | 3:22 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley, Ben Dickey | 2:04 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Loving Of The Game | Steve Goodman | 3:01 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| My Epitaph | Ola Belle Reed, Bud Reed, David Reed | 3:16 | |
| Orion's Gut | Chris Acker | 3:12 | |
| Carnival Cruise, Talkin' Blues | Lou Hazel | 2:51 | |
| Slow Boat to China | Blaze Foley & the Beaver Valley Boys | 4:35 | |
| Ready For The Times To Get Better | David Holt, Doc Watson | 1:57 | |
| Pussy Heaven | Dan Reeder | 2:45 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Blue As the Ocean | The Cactus Blossoms | 3:21 | |
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| Mexican Cowboy | Willie Watson | 3:53 | |
| Never Be Fooled Again | Zoe Muth | 7:51 | |
| There Are Lines In My Face | Daniel Romano | 4:59 | |
| Everett Ruess | Dave Alvin | 4:51 | |
| Mystery | Jackson C. Frank | 2:34 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Cold Cold World | Blaze Foley, Ben Dickey | 4:35 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Running on Empty | Kassi Valazza | 3:58 | |
| My One Desire | Freakwater | 2:28 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Wood View | Kacy & Clayton | 3:16 | |
| Why Do You Treat Me Thisaway? | Blaze Foley & the Beaver Valley Boys | 4:36 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Windmills | Sam Doores | 4:04 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Down At The Dancehall | Kacy & Clayton | 3:22 | |
| Helen's Restaurant | Daniel Romano | 2:43 | |
| I Drink | Mary Gauthier | 4:30 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Deeper Well | David Olney | 3:07 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Troubles | Tara Nevins | 4:03 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |