| That Old Time Feeling | Guy Clark | 4:51 | |
| Revelator | Gillian Welch | 6:21 | |
| Can't Get Away from My Love | Jackson C. Frank | 2:50 | |
| Cover Me Up | Jason Isbell | 4:53 | |
| Powder Blue | The Cactus Blossoms | 2:23 | |
| Bob Fudge | Colter Wall | 5:23 | |
| Everything Is Free | Gillian Welch | 4:47 | |
| I Want to Be Alone (Dialogue) | Jackson C. Frank | 3:18 | |
| Rocky Raccoon | Charlie Parr, Nicholas Mrozinski | 3:40 | |
| Summertime | Doc Watson, David Grisman | 4:19 | |
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | |
| I'm Not Crying over You | Daniel Romano | 2:53 | |
| The Partisan | Leonard Cohen | 3:24 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| Black River Killer | Blitzen Trapper | 3:28 | |
| Where I Lead Me - 2018 Remaster | Townes Van Zandt | 2:47 | |
| Where Did You Sleep Last Night | Lead Belly | 3:01 | |
| Let Him Roll | Guy Clark | 4:03 | |
| Bhagavan Decreed | The Flatlanders | 3:00 | |
| Five Year Kansas Blues | F. J. McMahon | 2:46 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
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| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Fraulein (feat. Tyler Childers) | Colter Wall, Tyler Childers | 2:23 | |
| Bird on the Wire | Leonard Cohen | 3:23 | |
| You Don't Care for Me Enough to Cry | John Moreland | 4:14 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Hunger Child Blues | Townes Van Zandt | 3:15 | |
| Willin' | Little Feat | 2:54 | |
| The Devil Wears a Suit and Tie | Colter Wall | 3:56 | |
| Avalanche | Leonard Cohen | 5:02 | |
| Wildwood Flower | The Carter Family | 3:15 | |
| Cover Me With Roses | Jackson C. Frank | 2:31 | |
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| I'm Not Afraid to Die | Gillian Welch | 3:27 | |
| Bull Doze Blues | Henry Thomas | 3:25 | |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Between the Country | Ian Noe | 2:39 | |
| I Pity the Country | Willie Dunn | 2:55 | |
| Colorado Girl | Townes Van Zandt | 3:18 | |
| Her Eyes Are a Blue Million Miles | Captain Beefheart & His Magic Band | 2:57 | |
| When I Go Away | Levon Helm | 4:32 | |
| Smokestack Lightnin' | Howlin' Wolf | 3:08 | |
| Little Sadie | Doc Watson | 2:01 | |
| Don't Let The Sunshine Fool Ya' | Townes Van Zandt | 2:25 | |
| It Hurts Me Too | Karen Dalton | 3:07 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Sorry You're Sick | Ted Hawkins | 2:10 | |