| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Don't Think Twice, It's All Right | Peter, Paul and Mary | 3:16 | |
| Safety Zone | Eliza Gilkyson | 4:17 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Do It | Jesse Winchester | 1:27 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| One Road More | The Flatlanders | 2:38 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Let's Invite Them Over (feat. Iris DeMent) | John Prine, Iris DeMent | 2:11 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
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| Look the Other Way | Justin Townes Earle | 2:29 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Torn and Wrinkled | Malcolm Holcombe, Iris DeMent | 3:15 | |
| Willin' | Richard Shindell | 3:15 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| After You're Gone | Iris DeMent | 4:04 | |
| East of Eden | Tom Rush | 3:29 | |
| Catch the Wind | Donovan | 2:53 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Sin City | The Flying Burrito Brothers | 4:09 | |
| Do You Love An Apple | The Secret Sisters | 2:41 | |
| Beeswing | Richard Thompson | 5:33 | |
| Troubles | Tara Nevins | 4:03 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |