| The Letter | Natalie Merchant | 2:12 | ||
| Everybody's Hurting | Jakob Dylan | 3:40 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| Emerald Street | Eliza Gilkyson | 3:45 | ||
| Staring Man | Cowboy Junkies | 4:01 | ||
| What Was Going Through My Head | Great Lake Swimmers | 3:10 | ||
| This Moment | Matthew Sweet | 4:45 | ||
| The Charging Sky | Jenny Lewis, The Watson Twins | 2:58 | ||
| Tell Your Story Walking | Deb Talan | 3:29 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Cowboy Romance | Natalie Merchant | 6:07 | ||
| Age of Miracles | Chuck Prophet | 4:09 | ||
| Absentminded Melody | Joel Plaskett | 1:39 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Naked | Sera Cahoone | 3:25 | ||
| 'Cause Cheap Is How I Feel | Cowboy Junkies | 4:14 | ||
| Fast As I Can | Erin McKeown | 4:46 | ||
| California | Jay Farrar | 4:21 | ||
| Still Not Home | Tift Merritt | 3:48 | ||
| My Love Will Follow You | Richard Shindell | 4:13 | ||
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | ||
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| Slowness | Calexico | 3:35 | ||
| Clear the Crowds | Jim Bryson | 2:47 | ||
| Frozen Charlotte | Natalie Merchant | 5:22 | ||
| Follow Me | Karen Peris, Don Peris, Mike Bitts, The Innocence Mission | 3:17 | ||
| Birmingham 1982 | Maria Taylor | 3:32 | ||
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | ||
| Tell Yourself - 2005 Version | Natalie Merchant | 5:05 | ||
| Can't Sink This Town | Freedy Johnston | 3:52 | ||
| Glowing Heart | Aoife O'Donovan | 5:21 | ||
| Looking for Space | Evan Dando | 3:39 | ||
| Smile When You Call Me That | Jakob Dylan | 3:59 | ||
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | ||
| Are You Happy Now? | Richard Shindell | 4:10 | ||
| Thunder Road | Mary Lou Lord | 5:00 | ||
| We Are the Selfish Ones | Cowboy Junkies | 2:39 | ||
| Scared At Night | Kathleen Edwards | 4:09 | ||
| Jacksonville Skyline | Whiskeytown | 3:00 | ||
| Gutters Full Of Rain | David Gray | 4:22 | ||
| Picture Perfect Morning | Edie Brickell | 3:20 | ||
| Fighting With Fire | Sam Phillips | 3:00 | ||
| Morning Is My Destination | Tift Merritt | 3:17 | ||
| Sure As Shit | Kathleen Edwards | 4:09 | ||
| Think Again | Teddy Thompson | 3:32 | ||
| All The Right Reasons | The Jayhawks | 3:24 | ||
| Alicia Ross | Kathleen Edwards | 5:06 | ||
| Rush Around | Edie Brickell | 3:33 | ||
| Pink Emerson Radio | Kathleen Edwards | 4:25 | ||
| Dark Road | Sarah Jarosz | 3:31 | ||
