| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Lighthouse Light | Redbird | 3:02 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| When the Night Falls (with Ry Cooder) - 2006 Remaster | T Bone Burnett, Ry Cooder | 3:57 | |
| Early Morning Rain | Billy Bragg, Joe Henry | 4:13 | |
| They Call Me Hank | Greg Trooper | 4:48 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| The Damage | Rodney Crowell | 4:01 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| The Things That I Have Seen | Richard Shindell | 3:53 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Cotton-Eyed Joe | Rob Laurens, Richard Shindell | 6:00 | |
| The Blue Whale | Jack Hardy, Brian Mitchell, Eddy Lawrence, Richard Shindell, David Massengill, Richard Meyer, Jeff Wilkinson | 3:37 | |
| Buckets of Rain | Redbird | 3:41 | |
| On the Sea of Fleur De Lise | Richard Julian, Richard Shindell | 5:30 | |
| El Amor De Mi Vida | Warren Zevon | 3:33 | |
| Mr. Soul | Nils Lofgren | 4:23 | |
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| Ten Year Night | Lucy Kaplansky | 5:12 | |
| The Needle and the Damage Done | Lori McKenna | 2:26 | |
| Hold On | Redbird | 4:38 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Are You Happy Now? | Richard Shindell | 3:49 | |
| Grave Angels | Joe Henry | 5:31 | |
| The Courier | Jack Hardy, Richard Shindell | 4:59 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Tougher Than the Rest | Everything But The Girl | 4:14 | |
| Everett Ruess | Dave Alvin | 4:51 | |
| Guinevere | Lucy Kaplansky | 4:20 | |
| Ordinary Town | Dave Carter, Tracy Grammer | 2:48 | |
| Mercy | Po' Girl | 4:56 | |
| Bea's Song (River Song Trilogy | Cowboy Junkies | 3:35 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Such Sweet Angels (feat. Lucy Kaplansky & Richard Shindell) | Pine Hill Project, Lucy Kaplansky, Richard Shindell | 4:47 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| Fall On Me | Cry Cry Cry | 2:56 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Kathy | Po' Girl | 4:17 | |
| Kathy’s Song - Live | Sarah Jarosz | 3:29 | |
| I Know What Kind Of Love This Is | Cry Cry Cry | 4:29 | |