| Gravity of the Situation | Vic Chesnutt | 4:09 | |
| For Free | Tift Merritt | 4:57 | |
| Stay Bright | Linda Thompson, Teddy Thompson | 1:31 | |
| Daddy Went Walkin' | Neil Young | 4:01 | |
| Jerusalem | Steve Earle | 3:56 | |
| Reservoir | Hem | 3:21 | |
| Good-Bye Dolly Gray | Linda Thompson | 4:07 | |
| Calling for You | Iris DeMent | 3:18 | |
| Geronimo's Cadillac | Dick Gaughan | 3:23 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Polaroid | Richmond Fontaine | 4:19 | |
| Tonight I Feel So Far Away | Steve Forbert | 3:13 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Tell A Story | Norton Ramsden | 2:41 | |
| When the Night Falls (with Ry Cooder) - 2006 Remaster | T Bone Burnett, Ry Cooder | 3:57 | |
| Faultlines | Karine Polwart | 3:16 | |
| Bird On The Wire | Dave Van Ronk | 3:29 | |
| Pretty World | Sam Baker | 3:01 | |
| Talking Like a Man - Original Single Mix | Linda Thompson | 3:21 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
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| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Cactus Tree | Caroline Herring | 4:31 | |
| Streets of Laredo | Suzanne Vega | 3:45 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Skinny Legs | Lyle Lovett | 2:42 | |
| When I Was Drinking | Hem | 3:44 | |
| You Took My Future - Commentary | Kelly Jones, Teddy Thompson | 0:48 | |
| Sweet Soul Dream | World Party, Sinéad O'Connor | 4:39 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Stone Cold World | Caroline Herring | 3:28 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| Don't Remind Me - Commentary | Kelly Jones, Teddy Thompson | 1:07 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Stingray (feat. Brian Campeau, Dan Pliner, Georgia Mooney & Mary Rapp) | Bronwyn Eather, Dan Pliner, Mary Rapp, Brian Campeau, Georgia Mooney | 3:56 | |
| Blue River | Eric Andersen | 4:45 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Pink Emerson Radio | Kathleen Edwards | 4:25 | |
| Galbraith Street | Ron Sexsmith | 3:05 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| The Pond And The Stream | Fotheringay | 3:20 | |
| Summer Blowin' Town | Ron Sexsmith | 2:18 | |
| When The Ship Comes In | The Chieftains, The Decemberists | 3:26 | |
| Shake Yourself Loose | T Bone Burnett | 3:00 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
