| To Sing for You | Donovan | 2:42 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Rome Wasn't Built in a Day | Nick Lowe | 2:42 | |
| Dear Doctor | Lee Harvey Osmond, Mary Guathier | 3:35 | |
| The Brand New Tennessee Waltz | Jesse Winchester | 3:08 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| I Ain't Got No Home - Recorded Live | Bob Dylan | 3:39 | |
| One of the Fortunate Few | Delbert McClinton | 2:47 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| What's the Matter with the Mill (feat. Pokey LaFarge) | Asleep At The Wheel, Pokey LaFarge | 3:06 | |
| Carmelita | Warren Zevon | 3:34 | |
| Life is Fine | Tom Rush | 3:39 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Bob Away My Blues | The Marshall Tucker Band | 2:46 | |
| Vigilante Man | Bruce Springsteen | 4:11 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Forgotten Coast | James McMurtry | 3:34 | |
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| Infamous Angel | Iris DeMent | 3:46 | |
| Roller Derby Queen | Jim Croce | 3:28 | |
| Henhouse | Ray Wylie Hubbard | 4:30 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| You Left the Water Running | Dan Penn | 3:25 | |
| Wallflower - Studio Outtake - 1971 | Bob Dylan | 2:47 | |
| Accidentally Like a Martyr | Warren Zevon | 3:42 | |
| American Tune | Paul Simon | 3:45 | |
| Oh, Atlanta | Little Feat | 3:29 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| Turtle Blues | Big Brother & The Holding Company, Janis Joplin | 4:21 | |
| Further On up the Road | Ronnie Hawkins | 3:04 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| 12-Step Program (To Quit You Babe) | Nick Lowe | 3:16 | |
| The Watchman's Gone | Gordon Lightfoot | 4:18 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Silvio | Bob Dylan | 3:05 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| New Coat Of Paint | Tom Waits | 3:22 | |
| She Came In Through The Bathroom Window | Joe Cocker | 2:36 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Well...All Right | Buddy Holly | 2:14 | |
| Inside Out | Traveling Wilburys | 3:35 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |