| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Bits and Pieces | Malcolm Holcombe | 2:31 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Our Town | Iris DeMent | 5:00 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| New Again | Grayson Capps | 4:32 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Barbara's Song | Ian Noe | 3:25 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Words of December | Malcolm Holcombe | 3:42 | |
| Dreams Like This | Greg Trooper | 3:42 | |
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| Tell Me A Story | Po' Girl | 3:13 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Sons of the Wandering | Joseph Huber | 6:42 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Cold 100 | Blackie & The Rodeo Kings | 4:02 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Isn't Love Great | Sam Baker | 4:38 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Rock and Roll Joe | Chip Taylor, Kendel Carson, John Platania | 4:04 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| When I Go Away | Levon Helm | 4:32 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Grass'll Grow | Ramsay Midwood | 2:00 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Growing Trade | Levon Helm | 4:22 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Alright Alright | Birds of Chicago | 4:02 | |