| Simple Gearle | Stacey Earle | 2:30 | |
| Moon On My Shoulder | Lyle Lovett | 2:20 | |
| Rex's Blues | Son Volt - Jay Farrar & Kelly Willis | 4:40 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Old Shoes | Tom Waits | 4:25 | |
| Dress of Laces | Lyle Lovett | 6:13 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Truth For A Truth | Jakob Dylan | 3:35 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Make It Happy | Lyle Lovett | 4:37 | |
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | |
| Midnight At the Movies | Justin Townes Earle | 3:22 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
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| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Owensboro - Remastered Version | Natalie Merchant | 4:25 | |
| The Water is Wide | John Gorka | 4:28 | |
| Devil May Care | Son Volt | 2:58 | |
| Canola Fields | James McMurtry | 4:49 | |
| God Willin' & the Creek Don't Rise (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:09 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Elvis Presley Blues | Gillian Welch | 4:56 | |
| Delilah | Teddy Thompson | 3:27 | |
| Stripping Cane | Jeffrey Foucault | 4:25 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Absolutely | The Subdudes | 3:59 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Angel From Montgomery | Susan Tedeschi | 5:23 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Sweet Somewhere Bound | Jackie Greene | 4:59 | |
| Down Low | Teddy Thompson | 5:52 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Copied Keys | Kathleen Edwards | 5:07 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |