| See It Through | The Cactus Blossoms | 3:59 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Sweet as John Hurt | Hiss Golden Messenger | 4:50 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Boat's up the River | Jake Xerxes Fussell | 4:04 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| Isn't Love Great | Sam Baker | 4:38 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| I’ll Be Here In the Morning | Jason Molina | 2:29 | |
| The Flood in Color | Joe Pug | 2:37 | |
| Let's Go Rain | Jeff Tweedy | 2:57 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| All That We Have Is Now | Jesse Winchester | 2:20 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Thomas Drew | Martin Simpson | 3:43 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Boundary County | Eilen Jewell | 3:45 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Both Sides Now | Dave Van Ronk | 5:14 | |
| Feels Like Lightning | Josh Ritter | 3:02 | |
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| Down on the Lower East Side | Justin Townes Earle | 3:06 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Old Shoes | Tom Waits | 4:25 | |
| Canyoneers | Jake Xerxes Fussell | 4:33 | |
| Cheap Hotel | Ron Sexsmith | 2:18 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Fight My Way Out | Dan Reeder | 3:12 | |
| Undress | The Felice Brothers | 3:52 | |
| What Good | Tré Burt | 3:22 | |
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | |
| The Wolf | Gill Landry | 4:54 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Three Chords | Dan Reeder | 0:59 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Black Myself | Our Native Daughters, Amythyst Kiah, Rhiannon Giddens, Leyla McCalla, Allison Russell | 3:54 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Good to Go | The Deslondes, Riley Downing | 3:49 | |
| Go And Leave Me | Kacy & Clayton | 3:34 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Tell Old Bill | Dave Van Ronk | 4:24 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| King Of California | Dave Alvin | 4:50 | |
