| Killing the Blues | Chris Smither | 5:49 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Life is Fine | Tom Rush | 3:39 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Nashville | Annabelle Chvostek, Mary Gauthier | 3:56 | |
| Lewisetta | Robert Lindsay, Mary Gauthier | 4:00 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Only a Rose | Geraint Watkins | 3:44 | |
| If I Need You | Karl Blau | 3:54 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Red River Shore - Outtake from 'Time Out Of Mind' Sessions, Version 1 | Bob Dylan | 7:33 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
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| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Soldiering On | Mary Gauthier | 5:32 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Who Am I To Say | Justin Townes Earle | 3:08 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Do It | Jesse Winchester | 1:27 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| I Drink | Mary Gauthier | 3:47 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| For The Good Times | The Little Willies | 3:46 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Little Birds | Levon Helm | 4:41 | |
| Before You Leave | Mary Gauthier | 3:42 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
