| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Somethin' Stupid | Zephaniah OHora | 3:18 | |
| Wrapped | Kelly Willis | 4:27 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Queen of the Coast | Laura Cantrell | 4:59 | |
| Song for Katrina | Steve Forbert | 3:33 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Torn and Wrinkled | Malcolm Holcombe, Iris DeMent | 3:15 | |
| Train to Birmingham | John Hiatt | 3:38 | |
| Everything it Takes (feat. Elvis Costello) | Loretta Lynn, Elvis Costello | 3:01 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Killing the Blues | Chris Smither | 5:49 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| My Old Man (Studio Cut) | Steve Goodman | 4:07 | |
| Trapeze | Patty Griffin | 4:23 | |
| Mom and Dad's Waltz | Iris DeMent | 2:38 | |
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| Trouble Looks Good on You | Amy Speace | 2:52 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| Borderless Love | The Flatlanders | 3:16 | |
| River Song | Tom Rush | 3:56 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Get A Better One | Chris Smither | 2:46 | |
| Blue Car | Greg Brown | 4:11 | |
| By The Rio Grande | Tish Hinojosa | 3:35 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Remember Me | The Little Willies | 3:59 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Wichita | Tim O'Brien, Mollie O'Brien | 2:27 | |
| Pallbearer | Josh Turner, Iris DeMent, Marty Stuart | 4:32 | |
| I'm Gonna Be A Country Girl Again | Buffy Sainte-Marie | 2:59 | |
| Rock Salt And Nails | Buddy & Julie Miller | 4:17 | |
| Lion In Winter | Hoyt Axton | 3:23 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Wayfarin' Stranger | Tom Russell, Iris DeMent | 1:10 | |