| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| In My Hour of Darkness - 2002 Remaster | Gram Parsons | 3:49 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| Happy Ever After | Lera Lynn | 2:34 | |
| Walk Beside Me | Tim O'Brien, Darrell Scott | 4:13 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| No Love Today | Chris Smither | 4:44 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Enjoy Yourself | Todd Snider | 3:27 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Young Man In America | Anaïs Mitchell | 5:30 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Halleluiah | Reeltime Travellers | 5:30 | |
| Golden Age Of Radio | Josh Ritter | 3:26 | |
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
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| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| What They Say | Chris Smither | 2:46 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Turns Around the Bottle | Barna Howard | 2:52 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Leave The Light On | Chris Smither | 3:47 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Little Bird of Heaven | Reeltime Travellers | 3:06 | |
| Harrisburg | Josh Ritter | 3:51 | |
| American Hearts | A.A. Bondy | 4:16 | |
| Time Stands Still | Chris Smither | 3:45 | |
| The Water is Wide | John Gorka | 4:28 | |
| The Walk to the God House | Dan Reeder | 2:34 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Matty Groves | Doc Watson | 6:07 | |
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |
| Airline To Heaven | Billy Bragg, Wilco | 4:50 | |
| Ambrose Larsen | Tom Russell, Sondre Bratland, Iris DeMent | 4:50 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Who Will Take My Place? | The Duhks | 3:39 | |