| My Favorite Picture of You | Guy Clark | 3:32 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Museum of Broken Hearts | Chuck Prophet | 3:56 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| The Whole Night Sky - Alternate Version | Bruce Cockburn | 3:49 | |
| Love Throw A Line (Album Version) | Patty Griffin | 3:38 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Run Primo Run | Chuck Prophet | 4:01 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Colfax Avenue | The Delines | 3:30 | |
| Mercy | Po' Girl | 4:56 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
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| Frank's Tavern | Calexico | 4:28 | |
| You Got to Me | James McMurtry | 5:23 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Too Soon To Tell | The Subdudes | 2:49 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| Anna Leigh | The Sadies | 3:21 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Never Gonna Break My Heart | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Stephanie Lee, Todd Duda | 3:01 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Hockey Skates | Kathleen Edwards | 4:28 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Trampoline | Joe Henry | 4:33 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Asking For Flowers | Kathleen Edwards | 5:02 | |
| Mixtape | Tift Merritt | 3:18 | |
| Sister Lost Soul | Alejandro Escovedo | 4:16 | |
| 16 Days | Whiskeytown | 3:54 | |