| Gloryland | Marshall Family | 3:14 | |
| Won't You Come and Sing for Me? - 2021 Remaster | Hazel Dickens, Alice Gerrard | 2:45 | |
| Sweet Forgiveness | Iris DeMent | 2:44 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| Walk Beside Me | Red Molly | 3:09 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| The One I Love is Gone | Hazel Dickens, Alice Gerrard | 3:11 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| Down In Mary's Land | Mary Chapin Carpenter | 2:27 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| A Perfect World | Kate Campbell | 3:17 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
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| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| She Will Get Lonesome | Caleb Klauder & Reeb Willms | 2:11 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| All My Money On You | Diana Jones | 3:09 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| That Glad Reunion | Iris DeMent | 2:10 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Montana Cowboy | Caleb Klauder, Reeb Willms | 2:35 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Down The Road | Mary McCaslin | 2:28 | |
| Warm Kentucky Sunshine | Adam Steffey | 3:49 | |
| Must You Throw Dirt In My Face | Merle Haggard, Carl Jackson | 2:51 | |
| True Life Blues | Laurie Lewis, Kathy Kallick | 2:48 | |
| Little Sadie | Norman Blake | 1:50 | |
| Lion In Winter | Hoyt Axton | 3:23 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Bottom Of A Glass | Donna Hughes, Carl Jackson, Rhonda Vincent | 2:59 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |