| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Penny | The Honeycutters | 3:10 | |
| Pretty Girl | Diana Jones | 3:10 | |
| In My Hour of Darkness - 2002 Remaster | Gram Parsons | 3:49 | |
| Little Bit of You | Laura Cantrell | 4:19 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Standing Eight Count | Jakob Dylan | 3:56 | |
| Carpetbaggers | Jenny Lewis | 3:33 | |
| Only A Clown | Caitlin Rose | 3:37 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| That's All It Took - 2002 Remaster | Gram Parsons | 3:01 | |
| I Don't Love You Much Do I | Guy Clark | 2:41 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| If You Ever Get Famous | The Duke & The King | 3:47 | |
| Love the Way You Walk Away | Blitzen Trapper | 3:40 | |
| Cry | Slaid Cleaves | 3:51 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
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| Sing the Delta | Iris DeMent | 6:48 | |
| Just Between You and Me | Daniel Romano | 3:39 | |
| The Weakest Man | Drive-By Truckers | 3:19 | |
| Red Dress | Israel Nash | 4:07 | |
| Jokerman | Eliza Gilkyson | 6:15 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| Don't Wanna Leave You Now | John Hiatt | 5:44 | |
| The Very Last Time | Todd Snider | 2:54 | |
| Stockholm | Jason Isbell | 2:51 | |
| Road to Canaan (feat. Leah Blevins) | Sons Of Bill, Leah Blevins | 4:03 | |
| Only Lies | Robert Ellis | 3:50 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Crash on the Highway | Hurray For The Riff Raff | 2:45 | |
| In Spite of Ourselves | Iris DeMent | 3:04 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| One Red Rose | Iris DeMent | 3:07 | |
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | |
| The Man From God Knows Where, Pt. 1 | Tom Russell | 2:47 | |
| Diesel Smoke, Dangerous Curves | The Little Willies | 3:04 | |
| When Irish Girls Grow Up | Tom Russell, Dolores Keane, Iris DeMent | 3:12 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Wayfarin' Stranger (Revisited) | Tom Russell, Iris DeMent | 0:59 | |
| Remember Me | The Little Willies | 3:59 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Falling Short | Jeff Bridges | 3:19 | |
| Lullabys, Legends & Lies | My Morning Jacket | 3:24 | |