| Natural Beauty | Neil Young | 10:23 | |
| Boy from Tupelo | Emmylou Harris | 3:48 | |
| You And Your Sister - Single Version | Chris Bell | 3:10 | |
| Sing a Song for Them | Jenny Lewis | 4:17 | |
| Polaroid | Richmond Fontaine | 4:19 | |
| Don't Let Me Go | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 3:37 | |
| Let The Good One Go | Courtney Marie Andrews | 2:51 | |
| Iowa | Dar Williams | 4:47 | |
| You and Me | Neil Young | 3:45 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| There's a Rugged Road - Remastered | Judee Sill | 3:44 | |
| The Circus (with Emmylou Harris & Dolores Keane) | Mary Black, Dolores Keane, Emmylou Harris | 4:08 | |
| Oh, My Girl | Jesse Sykes & The Sweet Hereafter | 4:38 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Rudy with a Flashlight | Evan Dando | 2:37 | |
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | |
| $1000 Wedding - 2002 Remaster | Gram Parsons | 5:05 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Madame George - 1999 Remaster | Van Morrison | 9:45 | |
| Razor Love | Neil Young | 6:31 | |
| Year In Song | Mary Margaret O'Hara | 3:35 | |
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| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Eisenhower Moon | Jesse Sykes & The Sweet Hereafter | 3:32 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| I Was Young When I Left Home | Antony, Bryce Dessner | 4:55 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| The Eye | Waxahatchee | 4:18 | |
| Oh No | Lavender Diamond | 3:47 | |
| For The Rabbits | Caitlin Rose | 4:51 | |
| Everything Is Free | Gillian Welch | 4:47 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Roll My Blues | Jolie Holland | 4:06 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| My Antonia | Emmylou Harris | 3:42 | |
| The Gardener | Offa Rex, Olivia Chaney | 4:59 | |
| Horsey | Hem | 3:34 | |
| Dry Grass and Shadows | Alela Diane | 3:11 | |
| 4th Of July | Aimee Mann | 3:21 | |
| Right About Now | Ron Sexsmith | 2:47 | |
| Listening To The Wind That Blows | Billy Bragg, Wilco | 5:03 | |
| Calling It Quits | Aimee Mann | 4:09 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Down Low | Teddy Thompson | 5:52 | |
| Beyond My Wildest Dreams | Mark Knopfler, Emmylou Harris | 4:24 | |
| Ingrid Bergman | Billy Bragg, Wilco | 1:50 | |
| If This Is Goodbye | Mark Knopfler, Emmylou Harris | 4:44 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Nothing Good | Ron Sexsmith | 2:54 | |