| Who Carried You | Malcolm Holcombe | 3:27 | |
| Stay On My Shore | Joan Shelley | 2:58 | |
| Time Wanders On | The Small Glories | 3:08 | |
| New South Wales - 2023 Remaster | Jason Isbell | 3:55 | |
| Motel | Caitlin Canty | 3:04 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Time to Give | Sera Cahoone | 2:34 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Clay Pigeons (Live) [feat. Courtney Marie Andrews] | Asher Deaver, Courtney Marie Andrews | 2:54 | |
| Cleveland County Blues | John Moreland | 3:52 | |
| To Ramona | Lissie | 4:36 | |
| Illinois | Anna Tivel | 3:33 | |
| Ice | Joan Shelley | 2:43 | |
| If I Told | Courtney Marie Andrews | 4:58 | |
| St. Vincent De Paul's | Gold Star | 3:31 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Hudson Commodore | Jason Isbell | 3:24 | |
| Never Knew You Loved Me Too | Teddy Thompson, Kelly Jones | 2:32 | |
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| My Boots | Whitney Rose | 4:47 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Green Grows the Laurel | Kacy & Clayton | 4:38 | |
| Grave Angels | Joe Henry | 5:31 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| Getting It Right | Caitlin Rose, Courtney Marie Andrews | 2:50 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| How I Love You | Robert Ellis | 3:12 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Crossroads | Gurf Morlix | 4:25 | |
| Where I Stood | Dori Freeman | 3:02 | |
| We’d Be Home | Joan Shelley | 3:06 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Woman of Many Colors | Courtney Marie Andrews | 3:10 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| It's been a while | Baptiste W. Hamon, Caitlin Rose | 2:56 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Sugartooth | Brandi Carlile | 4:28 | |
| Trouble in Mind (feat. Courtney Marie Andrews & Jon Berry) | Asher Deaver, Courtney Marie Andrews, Jon Berry | 4:56 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Stone Me | Margo Price | 3:09 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |