| Crossroads | Gurf Morlix | 4:25 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Come A TIme | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Chris von Sneidern, Katharine Cole, Tony Marsico | 5:05 | |
| Looking Forward to Seeing You | Golden Smog | 2:47 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| One For Sorrow | Jeffrey Foucault | 3:52 | |
| Downtime | Chuck Prophet | 2:28 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| The Fear | Los Lobos | 5:17 | |
| Burn | Bruce Cockburn | 4:09 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Americans in Corduroys | Jeffrey Foucault | 4:49 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Something Fine - Remastered | Jackson Browne | 3:48 | |
| California | Jay Farrar | 4:21 | |
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| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Bright Direction (You’re a Dark Star Now) | Hiss Golden Messenger | 4:24 | |
| Crystal River | Mudcrutch | 9:28 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| High as Johnny Thunders | Chuck Prophet | 3:18 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| I'm On Fire | Whitehorse | 3:54 | |
| Bottomless Cup | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:55 | |
| Street Tracker | Pieta Brown, Mark Knopfler | 3:40 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| A Lot of Good Ones Gone | Peter Wolf | 3:33 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| The Ballad of the Opening Band | Jeff Tweedy | 4:27 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Little Movies | Aaron Lee Tasjan | 3:34 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Lonely Desolation | Chuck Prophet | 3:53 | |
| Roll On | The Little Willies | 3:06 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Pale Moon | Shannon McNally | 5:12 | |
| In State | Kathleen Edwards | 3:56 | |