| Bruised Orange (Chain of Sorrow) | John Prine | 5:21 | |
| This Land is Your Land | Woody Guthrie | 2:19 | |
| Ain't No Use in Tryin' | Trampled by Turtles | 3:14 | |
| I Don't Mind | Sturgill Simpson | 4:29 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| Illegal Smile | John Prine | 3:13 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Homeward Bound | Simon & Garfunkel | 2:29 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Operator (That's Not the Way It Feels) | Jim Croce | 3:49 | |
| Wildflowers | Tom Petty | 3:10 | |
| Catch the Wind | Donovan | 2:53 | |
| Uncle John's Band - 2013 Remaster | Grateful Dead | 4:44 | |
| Dallas | The Flatlanders | 3:01 | |
| One Less Set of Footsteps | Jim Croce | 2:47 | |
| Poor Poor Pitiful Me | Warren Zevon | 3:05 | |
| Bears | Lyle Lovett | 3:05 | |
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| Deal | Jerry Garcia | 3:11 | |
| Hey Baby | The Cactus Blossoms | 2:50 | |
| You Don't Know How It Feels | Tom Petty | 4:49 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| I Don't Know You | New Riders of the Purple Sage | 2:28 | |
| Thirteen Silver Dollars | Colter Wall | 2:30 | |
| Your Flag Decal Won't Get You into Heaven Anymore | John Prine | 2:52 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| 24 Frames | Jason Isbell | 3:13 | |
| Amie | Pure Prairie League | 4:19 | |
| Far from Me | John Prine | 5:09 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Casey Jones - 2013 Remaster | Grateful Dead | 4:25 | |
| Oval Room | Blaze Foley | 4:04 | |
| Fortunate Son | Todd Snider | 2:43 | |
| Ode To Billie Joe | Bobbie Gentry | 4:15 | |
| Southside Of Heaven | Ryan Bingham | 6:19 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Howling At Nothing | Nathaniel Rateliff & The Night Sweats | 3:09 | |
| Call Me The Breeze | J.J. Cale | 2:36 | |
| Midnight Rider | Allman Brothers Band | 3:00 | |
| The Weight - Remastered 2000 | The Band | 4:34 | |
| The Night They Drove Old Dixie Down | Joan Baez | 3:26 | |
| Long As I Can See The Light | Creedence Clearwater Revival | 3:33 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| 16 Days | Whiskeytown | 3:54 | |