| All Blue | Luke Bell | 3:21 | |
| Can't You Hear Me Calling | Hazel Dickens, Alice Gerrard | 3:16 | |
| Same Blood as Mine | The Deslondes | 3:28 | |
| Are They Gonna Make Us Outlaws Again | Gus Clark & the Least of His Problems | 4:12 | |
| It's All Your Fault | Caleb Klauder | 4:03 | |
| Bison | Otis Gibbs | 2:39 | |
| Bad News (By No Means) | Emily Nenni | 3:12 | |
| In My Cups | Western Centuries | 3:02 | |
| You Didn't Have to Go | Caleb Klauder & Reeb Willms | 2:53 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| My Failing Life | Dylan Earl | 3:17 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| I've Endured | Ola Belle Reed, Bud Reed, David Reed | 2:52 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | |
| Small Motors | Fred Eaglesmith | 3:13 | |
| Only the Lonely | Foghorn Stringband | 3:47 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Livin' in America | Cahalen Morrison & Eli West | 2:37 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| What A Difference A Day Makes | Gibson Brothers | 2:46 | |
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| Middle of Nowhere | Zoe Muth | 4:18 | |
| Let Me Fall | Foghorn Stringband | 3:19 | |
| Mama's Opry | Iris DeMent | 3:25 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Come Inside | Zoe Muth and the Lost High Rollers | 4:29 | |
| Road Less Traveled | Yarn | 2:58 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Been On the Rocks | Caleb Klauder | 2:18 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Own Private Honky Tonk | Western Centuries | 3:39 | |
| Won't You Come and Sing for Me? - 2021 Remaster | Hazel Dickens, Alice Gerrard | 2:45 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| Last Time I Saw You | Caleb Klauder, Reeb Willms | 2:37 | |
| Finish Line | Emily Nenni | 2:39 | |
| Pilgrim's Progress | Kris Kristofferson | 2:14 | |
| Gallo Del Cielo | Tom Russell | 6:44 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Stay All Night (Stay A Little Longer) | Bob Wills, Texas Playboys | 3:06 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| Little Bird | Jerry Jeff Walker | 4:13 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Steel Rails | Alison Krauss | 2:19 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| El Paso | Tom Russell | 5:38 | |
| Dark As The Night, Blue As The Day | Michael Cleveland | 3:51 | |
| Till The End Of The World Rolls ‘Round | The Earls Of Leicester | 2:36 | |