| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Deep Water | Amy Helm | 4:08 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Go On Ahead and Go Home | Iris DeMent | 3:44 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Blue Mountains of Mexico | Gretchen Peters | 3:37 | |
| Quality Time | Iris DeMent | 4:05 | |
| Dirty Life and Times | Warren Zevon | 3:15 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| The End Is Not in Sight (The Cowboy Tune) - Remastered | Amazing Rhythm Aces | 3:50 | |
| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| The Matador | Gretchen Peters | 4:18 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Faraway Eyes | The Handsome Family | 4:26 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
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| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| I'm a Mess | Nick Lowe | 3:10 | |
| You've Done Nothing Wrong | Iris DeMent | 4:22 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| For a Dancer - Single Version | Jackson Browne | 4:48 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| If I Needed You | Kimmie Rhodes | 4:21 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Deportees | Arlo Guthrie | 3:50 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Call It A Loan | Jackson Browne & David Lindley | 5:02 | |
| Here in California | Kate Wolf | 5:30 | |
| To Ramona | Sinéad Lohan | 3:43 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| East of Eden | Tom Rush | 3:29 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Wild Horses | Leon Russell | 3:37 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| Something To Me | Tift Merritt | 4:09 | |
| Pallbearer | Josh Turner, Iris DeMent, Marty Stuart | 4:32 | |