| Adios Maria | The Cactus Blossoms | 4:09 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Down Here Where I Am | Blaze Foley | 2:48 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Haw River Ballad | Matt Heckler | 2:32 | |
| All Blue | Luke Bell | 3:21 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Coalminers | Uncle Tupelo | 2:33 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Keeping Me Goin' | Josh Okeefe | 2:27 | |
| Lovin' You | Blaze Foley | 4:31 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Bonaparte's Retreat | Ola Belle Reed, Kevin Roth, Bud Reed | 2:49 | |
| Hello, Milwaukee | Joseph Huber | 4:55 | |
| Election Day | Blaze Foley & the Beaver Valley Boys | 2:13 | |
| Dallas | The Flatlanders | 3:01 | |
| Five Year Kansas Blues | F. J. McMahon | 2:46 | |
| I Still Miss Someone | The International Submarine Band | 2:51 | |
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| In the Misty Garden/Should’ve Been Home With You | Blaze Foley | 4:36 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| I'm Not Crying over You | Daniel Romano | 2:53 | |
| Mystery | Jackson C. Frank | 2:34 | |
| Cosmic Doo Doo | Blaze Foley | 1:48 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Wouldn't That Be Nice? | Blaze Foley & the Beaver Valley Boys | 1:10 | |
| Border Palace | Terry Allen | 1:48 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| Jealous Guy | Luke Bell | 3:50 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Going down the road feeling bad | Elizabeth Cotten | 2:12 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| Misery, Trouble & Heartache (Major Waltz) | Charley Crockett | 2:40 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Hard On You | Daniel Romano | 3:27 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Midnight Special | Willie Watson | 4:38 | |
| I Won't Be Afraid | Willi Carlisle | 3:57 | |
| James Alley Blues | Willie Watson | 4:06 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Stop Your Crying | Ted Hawkins | 2:10 | |
| Gallo del Cielo | Tom Russell | 6:32 | |
| The Mountain | Levon Helm | 3:35 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| The Moon Is High (And So Am I) | Roger Miller | 1:56 | |
| False Hearted Lover Blues | Levon Helm | 3:29 | |