| Table For One | Courtney Marie Andrews | 3:59 | |
| At a Light | Teddy Thompson | 3:20 | |
| Hurtin' You | Ben Kweller | 2:47 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| Katie Dear | The Felice Brothers | 3:58 | |
| Lost In The Backyard | James McMurtry | 4:11 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Rocky World | Daniel Lanois | 2:55 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| On with the Night | Dylan LeBlanc | 3:34 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| When the Roses Bloom Again | Laura Cantrell | 4:05 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| So I'll Run | Jimmie Dale Gilmore | 3:52 | |
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| These Hills | Iris DeMent | 3:40 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Handful of Stars | Peter Bruntnell | 4:29 | |
| Please Tell My Brother | Golden Smog | 2:10 | |
| Bird on Broken Wing | The Felice Brothers | 5:14 | |
| We Don't Live Here Anymore | Jakob Dylan | 4:23 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| The Matador | Gretchen Peters | 4:18 | |
| It Won't Be Long Now | Linda Thompson | 2:37 | |
| Jericho | John Fullbright | 6:34 | |
| Just My Heart Talkin' | Ron Sexsmith | 2:22 | |
| Wondering - Commentary | Kelly Jones, Teddy Thompson | 1:46 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Rex's Blues | Son Volt - Jay Farrar & Kelly Willis | 4:40 | |
| John Grant | Linda Thompson, John Grant | 3:41 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Golden Ring | Jenni Muldaur, Teddy Thompson | 3:01 | |
| What's This?!! | Teddy Thompson | 3:22 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Old Times Sake | Shelby Lynne | 4:50 | |
| Three Steps Down | Rosanne Cash, Teddy Thompson | 3:45 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| San Antonio Rain | Alejandro Escovedo | 4:02 | |
| It's A Hard Life Wherever You Go | Nanci Griffith | 4:02 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
