| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Life Without Susanna | Rodney Crowell | 4:11 | |
| I'll Show Me | Guy Clark | 4:10 | |
| Old Shoes | Tom Waits | 4:25 | |
| Don't Let It Trouble Your Mind | Rhiannon Giddens | 3:39 | |
| Dirt Floor | Chris Whitley | 2:12 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Place in My Heart | Lucinda Williams | 5:13 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Hell Bent of a Heartache | Guy Clark | 3:34 | |
| Sun Don't Shine | Drive-By Truckers | 3:24 | |
| River Floor | Joe Henry | 4:34 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Scattered Leaves | The Be Good Tanyas | 4:44 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Something About What Happens When We Talk | Lucinda Williams | 4:44 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Before I Go | John Hiatt | 3:34 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| There Would Be Hell to Pay | T Bone Burnett | 5:10 | |
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| Magnolia | Lucinda Williams | 9:51 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Not The End | Courtney Marie Andrews | 2:26 | |
| Hell Or High Water (feat. Lucinda Williams) | Mike Campbell & The Dirty Knobs, Lucinda Williams | 4:38 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Cold Day in Hell | Lucinda Williams | 5:16 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| Sparrow | Joe Henry | 7:23 | |
| Frank's Tavern | Calexico | 4:28 | |
| Sweet Old World | Lucinda Williams | 4:45 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Any Time At All | T Bone Burnett | 3:02 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Today I Took Your Picture Down | Benmont Tench | 4:07 | |
| Kathy | Po' Girl | 4:17 | |
| If I Can't Have You | Blackie & The Rodeo Kings, Lucinda Williams | 2:59 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Rolling On | Peter Wolf | 4:07 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Out In The Rain | Julie Miller | 4:20 | |