| Cuckoo Bird - GemsOnVHS Field Recording | Sam Shackleton, GemsOnVHS | 4:11 | ||
| Long Monday | John Prine | 3:22 | ||
| I'm Gone | Sundown Songs | 3:49 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| Free Little Bird | Willi Carlisle | 1:48 | ||
| Blue Eyes Dancing - GemsOnVHS Field Recording | Matt Heckler, GemsOnVHS | 3:25 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| Mexican Cowboy | Willie Watson | 3:53 | ||
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | ||
| Shadow of the Moon | The Flatlanders | 2:52 | ||
| No Depression in Heaven | The New Lost City Ramblers | 3:00 | ||
| Silver and Gold | Trampled by Turtles | 2:47 | ||
| Big Cheeseburgers and Good French Fries | Blaze Foley | 3:23 | ||
| Bluebird Wine | Rodney Crowell | 4:11 | ||
| Hank Williams Said It Best | Guy Clark | 4:43 | ||
| Seven Yellow Gypsies | Kacy & Clayton | 3:10 | ||
| Dead Flowers | Townes Van Zandt | 4:47 | ||
| Love and Hate | Dan Reeder | 0:58 | ||
| If Nothing Else Comes Along | Steph Green | 3:08 | ||
| Darlin' Cora | Josh Okeefe | 1:30 | ||
| Rare Feeling | Twain | 3:36 | ||
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| Trucker Speed | Fred Eaglesmith | 5:11 | ||
| Bakersfield | Vic Chesnutt | 2:26 | ||
| Illegal Smile | John Prine | 3:13 | ||
| Wild Bill Jones (Field Recording) | Sam Shackleton | 2:47 | ||
| Oh, Girl | Hackensaw Boys | 3:04 | ||
| Son of the Working Class | Josh Okeefe | 2:56 | ||
| Graceland | Justin Townes Earle | 3:14 | ||
| Souvenirs | John Prine | 3:42 | ||
| Codeine Dream | Colter Wall | 3:37 | ||
| I Won't Be Afraid | Willi Carlisle | 3:57 | ||
| Fortunate Son | Todd Snider | 2:43 | ||
| Rye Whiskey - Little Birdie | Nora Brown | 4:23 | ||
| Psycho | Eddie Noack | 3:36 | ||
| You've Never Seen Me Cry | The Flatlanders | 2:17 | ||
| Big Cheeseburgers and Good French Fries | Blaze Foley | 2:29 | ||
| Cheap Cocaine | Willi Carlisle | 3:33 | ||
| Clay Pigeons | John Prine | 4:27 | ||
| Less Honkin' More Tonkin' | The Deslondes, Riley Downing | 1:42 | ||
| Faraway Skies | Dean Johnson | 3:34 | ||
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Midnight Special | Willie Watson | 4:38 | ||
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | ||
| For Anything Less | Blaze Foley | 4:10 | ||
| Cold Dog Soup | Guy Clark | 3:35 | ||
| Satan, Your Kingdom Must Come Down | Frank Proffitt | 1:51 | ||
| False Hearted Lover Blues | Levon Helm | 3:29 | ||
| Esther | Ramsay Midwood | 4:37 | ||
