| Adios to California | John Hiatt | 3:47 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Light As a Fire | The Stray Birds | 3:26 | ||
| No Ordinary Blue | John Prine | 2:56 | ||
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | ||
| Just Let Go | Sturgill Simpson | 2:32 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| When My Morning Comes Around | Iris DeMent | 3:51 | ||
| Wolves | Ryan Bingham | 4:32 | ||
| When I Get to Heaven | John Prine | 3:42 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Box #10 | Jim Croce | 2:27 | ||
| The Damage | Rodney Crowell | 4:01 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| Blazing Highway Home | Josh Ritter | 4:58 | ||
| Boots of Spanish Leather | Nanci Griffith | 6:13 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| My Old Kentucky Home, Goodnight | John Prine | 3:45 | ||
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | ||
| Shame on the Moon | Rodney Crowell | 4:40 | ||
| Burn One With John Prine | Roger Harvey | 3:35 | ||
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| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | ||
| Tupelo Honey | Van Morrison | 6:55 | ||
| Lake Marie | John Prine | 6:00 | ||
| She Said She Said | Chris Smither | 2:54 | ||
| Hold You Dear | The Secret Sisters | 3:51 | ||
| If I Could Make You My Own | Dori Freeman | 3:22 | ||
| Willin' | Little Feat | 2:54 | ||
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | ||
| I Was Born To Love You | Ray LaMontagne | 4:11 | ||
| She Is My Everything | John Prine | 4:25 | ||
| Valerie | The Brothers Comatose | 4:54 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| Rain Roll In | Eilen Jewell | 2:47 | ||
| Ain't Waitin' | Justin Townes Earle | 2:16 | ||
| One Red Rose | Iris DeMent | 3:07 | ||
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | ||
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | ||
| The Weary Kind | Ryan Bingham | 4:18 | ||
| Hey Mama | Nathaniel Rateliff & The Night Sweats | 4:00 | ||
| Just Like Leaving | Bella White | 3:26 | ||
| Roll On | The Little Willies | 3:06 | ||
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | ||
| Colorado | The Flying Burrito Brothers | 4:52 | ||
| Overland | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:25 | ||
| Persephone | Allison Russell | 4:22 | ||
| Hometown | Sarah Jarosz | 3:00 | ||
| Cold Missouri Waters | Cry Cry Cry | 4:34 | ||
| Daddy Doesn't Pray Anymore | Chris Stapleton | 4:09 | ||
