| The Gig That Matters | Amy Ray, Phil Cook, Brad Cook, Heather McEntire, Justin Vernon | 3:41 | |
| Prayer 2000 | Eliza Gilkyson | 5:57 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| Quality Time | Iris DeMent | 4:05 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| After the Storm | The Flatlanders | 3:52 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Holding On To Nothing | Donna The Buffalo | 3:11 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Waves | Sam Baker | 5:59 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Wasted Word | Kris Delmhorst | 3:22 | |
| Come See About Me | Tom Rush | 2:50 | |
| Heart of a Man (feat. Ad Vanderveen & Eliza Gilkyson) | Iain Matthews, Ad Vanderveen, Eliza Gilkyson | 4:24 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| The Hanging | Grant Peeples, Eliza Gilkyson | 4:12 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Wise Woman | Caroline Herring | 3:10 | |
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| Scavenger | Lucy Kaplansky | 4:02 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Life is Fine | Tom Rush | 3:39 | |
| Strange Conversation | Kris Delmhorst | 3:36 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| That's Not the Way It Works | Jim Lauderdale, Donna The Buffalo | 3:25 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Jokerman | Eliza Gilkyson | 6:15 | |
| If The Law Don't Want You | Rodney Crowell, Mary Karr, Norah Jones | 2:51 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Back To Me | Kathleen Edwards | 3:30 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| Blackbird | Mary McCaslin | 2:25 | |