| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| If I Needed You | Lyle Lovett | 3:46 | |
| Long May You Run | Nils Lofgren | 3:21 | |
| Juanita - 2007 Remastered Version | Sheryl Crow & Emmylou Harris | 2:40 | |
| I Won't Slip Up | The Delines | 4:13 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| A Man Needs A Maid | Dala | 4:25 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| The Damage | Rodney Crowell | 4:01 | |
| Blue River | Eric Andersen | 4:45 | |
| Carving Canyons | Lissie, Sarah Buxton, Kate York | 3:17 | |
| Losers | Robbie Williams, Lissie | 4:08 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Kathy's Song | The Secret Sisters | 3:43 | |
| Bohemian Wedding Song | Shannon McNally | 5:49 | |
| Aces Up Your Sleeve | John Hiatt | 3:21 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
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| Goodnight, Irene | Lucius, Roger Waters | 3:28 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| I Just Don't Know What to Say | John Hiatt | 4:38 | |
| Fearless Heart | Lynn Miles | 3:41 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Bird on a Wire | k.d. lang | 4:28 | |
| Glory Days | Justin Townes Earle | 3:30 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Too Sober to Sleep | Justin Rutledge | 4:56 | |
| Desperado | Lucy Wainwright Roche, Suzzy Roche | 3:03 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| The Longest Road (Mixed) - VIVID Remix | Morgan Page, Lissie, VIVID | 4:34 | |
| Looking For A Place To Land | Justin Townes Earle | 3:28 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Sure As Shit | Kathleen Edwards | 4:09 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Your Love Is My Rest | John Hiatt | 4:34 | |
| The Traitor | Martha Wainwright | 4:44 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |