| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Willin' | Little Feat | 2:54 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Dallas | The Flatlanders | 3:01 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Hard On You | Daniel Romano | 3:27 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Ballad of the Sun and the Moon | Alejandro Escovedo | 4:32 | |
| Station To Station | Jay Farrar | 2:39 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Lost Love | Golden Smog | 3:00 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Rain And Snow | The Be Good Tanyas | 4:01 | |
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| Hickory Wind | The Byrds | 3:31 | |
| Wedding Bells / Let's Turn Back the Years (feat. Lucinda Williams) | John Prine, Lucinda Williams | 3:47 | |
| Where I Come From | Patty Griffin | 4:44 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Dogwood | Terry Allen | 4:31 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| No Time to Cry | Iris DeMent | 6:48 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Outfit | Drive-By Truckers | 4:06 | |
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | |
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| I Must Be High - 2017 Remaster | Wilco | 2:59 | |
| How Can I Sleep Without You - 2024 Mix | Julian Dawson, Lucinda Williams, Larry Campbell | 4:44 | |
| Greenville | Lucinda Williams | 3:23 | |
| Women Without Whiskey | Drive-By Truckers | 4:19 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| What Would I Do Without You | Ian Hunter, Lucinda Williams, Benmont Tench | 3:46 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Angel | Charles Lloyd, Lucinda Williams | 5:53 | |
| Down The Big Road Blues | Lucinda Williams | 4:07 | |
| Cherry Lane | Ryan Adams & The Cardinals | 4:31 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Jackson | Lucinda Williams | 3:42 | |
| Willin' | Linda Ronstadt | 3:02 | |