| Bye Bye Montreal | Amelia Curran | 2:46 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Romeo's Tune | Steve Forbert | 3:32 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Get A Better One | Chris Smither | 2:46 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Troublesome Waters | Iris DeMent | 5:15 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Mr. & Mrs. Used to Be (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
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| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Leave The Light On | Chris Smither | 3:47 | |
| The Beast in Me | Nick Lowe | 2:28 | |
| Feels Like Lightning | Josh Ritter | 3:02 | |
| Bears | Lyle Lovett | 3:05 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Higher Ground | Iris DeMent | 3:34 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Biloxi | Jesse Winchester | 3:19 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Sweet is the Melody | Iris DeMent | 3:48 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| How Many Times Have You Broken My Heart? | Norah Jones | 3:31 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Something In The Rain | Tish Hinojosa | 5:03 | |
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |