| Buckets of Rain - Live | Neko Case | 2:48 | |
| Box #10 | Jim Croce | 2:27 | |
| She Is My Everything | John Prine | 4:25 | |
| Rocky Mountain High | John Denver | 4:43 | |
| Look at Miss Ohio | Gillian Welch | 4:14 | |
| The Eye | Brandi Carlile | 3:31 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| Speed Of The Sound Of Loneliness | John Prine | 3:28 | |
| Crowded Table | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:29 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| Willin' | Little Feat | 2:54 | |
| God Only Knows | John Prine | 3:46 | |
| Old Shoes | Tom Waits | 4:25 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| I Forgive It All | Mudcrutch | 4:13 | |
| Love Me Tenderly | The Felice Brothers | 3:40 | |
| Strangers (2020 Stereo Remaster) | The Kinks | 3:21 | |
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| He's Fine | The Secret Sisters | 3:43 | |
| Into the Mystic - Live | Jason Isbell and the 400 Unit | 4:24 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Heavenly Home | The Deslondes | 4:07 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Dead Flowers | Townes Van Zandt | 4:47 | |
| The Littlest Birds | The Be Good Tanyas | 4:09 | |
| Ditch | Sam Baker | 1:56 | |
| Hope The High Road | Jason Isbell and the 400 Unit | 3:03 | |
| I Shall Be Released - Remastered | The Band | 3:12 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Long Black Veil - Remastered | The Band | 3:01 | |
| Growing Trade | Levon Helm | 4:22 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Matty Groves | Doc Watson | 6:07 | |
| Sin City | The Flying Burrito Brothers | 4:09 | |
| I'm So Lonesome I Could Cry | Hank Williams | 2:48 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Time Stands | Nathaniel Rateliff | 3:52 | |
| Over The Hill | John Martyn | 2:52 | |