| Friendship | Pops Staples | 4:06 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Little Rain | Hiss Golden Messenger | 3:52 | |
| From a Silver Phial - Version 4 2019 Remaster | Gene Clark | 3:51 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Old Blue Dog | Charlie Parr | 5:21 | |
| Sweat Me Out | The Pink Stones | 4:46 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Horizons Fade | Barna Howard | 4:07 | |
| Middle Child | Daniel Romano | 3:48 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| I’ll Be Here In the Morning | Jason Molina | 2:29 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Fought the Blues and Won | The Deslondes, Riley Downing | 3:29 | |
| Rare Feeling | Twain | 3:36 | |
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| To a Scrapyard Bus Stop | Charlie Parr | 4:13 | |
| Never Been a Captain | The Barr Brothers | 4:41 | |
| Promise, I Won't Laugh | Barna Howard | 3:16 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Sky Blue Sky | Jeff Tweedy | 3:13 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Because I Love You | Doug Paisley | 2:15 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Motel Blues | Loudon Wainwright III | 2:47 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| You're Not Standing Like You Used To | Kate Wolf | 3:46 | |
| Long Midnight | Joe Pug | 2:13 | |
| Four In The Morning | Jesse Colin Young | 3:25 | |
| Another Time And Place | Dave Van Ronk | 4:38 | |
| Evening Country | Tyler Ramsey | 3:42 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | |
