| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Satan's Paradise | Kieran Kane, Kevin Welch, Fats Kaplin | 3:39 | |
| Sad | Carson McHone | 3:45 | |
| After the Storm | The Flatlanders | 3:52 | |
| Keep It Clean | Willie Watson | 3:35 | |
| These Hills | Iris DeMent | 3:40 | |
| She Belongs to Me | Nitty Gritty Dirt Band | 4:06 | |
| The Reason | Son Volt | 3:59 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Crippled Point O' View | Malcolm Holcombe | 4:21 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Break Down the Walls | Luke Winslow-King | 3:34 | |
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| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Broken Man (Live) | Greg Trooper | 4:19 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Our Town | Iris DeMent | 5:00 | |
| Turn for the Worse | The Bottle Rockets | 2:57 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Waiting On You | Greg Brown | 4:31 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Another Despair | Malcolm Holcombe | 2:42 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Growin' Pain | Peter Wolf | 3:12 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| A Far Cry From Here | Malcolm Holcombe | 3:43 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| A Hundred Lies | Malcolm Holcombe | 3:49 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Bramble Rose | Tift Merritt | 4:30 | |