| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| Let's Start Again | Bap Kennedy | 3:32 | |
| Mercy | Po' Girl | 4:56 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| I Ain't Got No Home (with John Leventhal) | Rosanne Cash, John Leventhal | 4:25 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Do La Lay | Jesse Winchester | 1:53 | |
| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| Summerlea | Fred Eaglesmith | 4:00 | |
| Pretty Saro | Rhiannon Giddens | 2:41 | |
| Cold Grey Ground | Diana Jones | 2:21 | |
| Grandpa (Tell Me 'Bout The Good Old Days) | The Judds | 4:14 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Karma | Lola Kirke, Rosanne Cash | 3:46 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Just Like a Woman (Live) | Old Crow Medicine Show | 4:09 | |
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| Jerusalem Tomorrow | David Olney | 5:09 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| God's Golden Eyes | John Hiatt | 2:28 | |
| That's All I Know About Arkansas | John Leventhal, Rosanne Cash | 3:39 | |
| Deep Water | Amy Helm | 4:08 | |
| Dallas | The Flatlanders | 3:01 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Jukebox | The Honeycutters | 4:36 | |
| Forever, For Always, For Certain | Richard Dobson | 3:22 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Sabine River | Ray Bonneville | 4:46 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| For Lovin' Me | Gordon Lightfoot | 2:27 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Streets Of London | Tony Rice | 4:00 | |
| Remember Me | The Little Willies | 3:59 | |
| I'm Movin' On | Rosanne Cash | 3:44 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| When The Master Calls The Roll | Rosanne Cash | 5:06 | |
| Best Of All Possible Worlds | The Little Willies | 3:10 | |