| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| All Your Favorite Bands | Dawes | 3:35 | |
| Waiting Around to Die | Townes Van Zandt | 2:45 | |
| Such a Night | Dr. John | 2:57 | |
| The End Is Not in Sight (The Cowboy Tune) - Remastered | Amazing Rhythm Aces | 3:50 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Sam Stone | John Prine | 4:16 | |
| Touch of Grey - 2013 Remaster | Grateful Dead | 5:50 | |
| Wondering Where The Lions Are | Bruce Cockburn | 3:43 | |
| Corinna - From "The Natch'l Blues" | Taj Mahal | 3:02 | |
| Soulshine | Allman Brothers Band | 6:43 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Dixie Chicken | Little Feat | 3:59 | |
| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | |
| Scarlet Begonias - 2013 Remaster | Grateful Dead | 4:19 | |
| Mexican Home | John Prine | 4:36 | |
| Saskatchewan in 1881 | Colter Wall | 2:51 | |
| Southern Cross - 2005 Remaster | Crosby, Stills & Nash | 4:41 | |
| A Little Light | Sturgill Simpson | 1:39 | |
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| I Am a Pilgrim | The Byrds | 3:39 | |
| Lodi | Jeffrey Foucault | 2:53 | |
| Time > Breathe Reprise > | Greensky Bluegrass | 5:38 | |
| Wildflowers | Trampled by Turtles | 2:48 | |
| Clean Elvis | Dan Reeder | 2:44 | |
| Sugaree | Jerry Garcia | 5:52 | |
| I'm On Fire | Town Mountain | 3:33 | |
| Quiet Man | John Prine | 2:52 | |
| Letter to Madeline | Ian Noe | 4:29 | |
| Birmingham | Shovels & Rope | 4:00 | |
| Chaos And Clothes | Jason Isbell and the 400 Unit | 3:34 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| Spanish Pipedream | John Prine | 2:41 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| El Paso | Marty Robbins | 4:19 | |
| The Weight - Remastered 2000 | The Band | 4:34 | |
| Blue Side Of The Mountain | The Steeldrivers | 3:29 | |
| House Of The Rising Sun | Doc Watson, Richard Watson | 3:21 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Ode To Billie Joe | Bobbie Gentry | 4:15 | |
| Garden Party | Ricky Nelson, The Stone Canyon Band | 3:49 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Mona Lisas And Mad Hatters | Elton John | 5:00 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Hey Mama | Nathaniel Rateliff & The Night Sweats | 4:00 | |
| Purple Rain | Dwight Yoakam | 4:42 | |
| Drifters Wife | J.J. Cale | 1:40 | |