| Shelter from the Storm | Bob Dylan | 5:01 | |
| When I Get to Heaven | John Prine | 3:42 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Sweet Revenge | John Prine | 2:41 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Chaos And Clothes | Jason Isbell and the 400 Unit | 3:34 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Back into Your World | Son Volt | 3:45 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Gravity's Gone | Drive-By Truckers | 3:33 | |
| Angel Dream (No. 4) | Tom Petty and the Heartbreakers | 2:27 | |
| Glory of True Love | John Prine | 4:12 | |
| Come A Long Way | Loudon Wainwright III | 2:46 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Sure to Fall | Valerie June | 2:51 | |
| People Get Old | Lori McKenna | 3:42 | |
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| Whiskey In The Jar | Jerry Garcia, David Grisman | 4:15 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| The Watchman's Gone | Gordon Lightfoot | 4:18 | |
| Our Town | Iris DeMent | 5:00 | |
| Red Dirt Girl | Emmylou Harris | 4:05 | |
| Blues Came Down | Joe Pug | 2:25 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Always | John Gorka | 3:55 | |
| Carved In Stone | The Subdudes | 3:14 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Bruised Orange (Chain of Sorrow) | John Prine | 5:21 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Fire and Rain - 2019 Remaster | James Taylor | 3:23 | |
| Hickory Wind | The Byrds | 3:31 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| Angel Eyes | Willis Alan Ramsey | 3:11 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Memphis In The Meantime | John Hiatt | 3:59 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |