| Heartache | Nicki Bluhm and the Gramblers | 3:39 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Debtors' Prison | Dustbowl Revival | 4:53 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| I Wanna Go Home | Lilly Hiatt | 2:49 | |
| Once Upon A Time | Robert Bradley's Blackwater Surprise | 3:20 | |
| Diners | The Lone Bellow | 4:23 | |
| Baby’s Just as Mean as Me | Steve Earle | 2:35 | |
| Down to the Well | Hard Working Americans | 4:16 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Devil in Me | Anderson East | 3:41 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| The Magic Kid | Hayes Carll | 4:08 | |
| Only Lies | Robert Ellis | 3:50 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Dyin' | Elizabeth Cook | 3:55 | |
| The Ruse | Buffalo Clover | 3:10 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
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| Annie | Yarn | 4:05 | |
| Precita | Mount Moriah | 2:47 | |
| Giving up on Your Hometown | Lori McKenna | 3:15 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Don't Break My Heart Again | Yarn | 3:34 | |
| Be With You | Pieta Brown | 2:27 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| High Neck Lace | Nicki Bluhm and the Gramblers | 4:08 | |
| You’re the Best Lover That I Ever Had | Steve Earle | 4:07 | |
| Chase the Feeling | Emmylou Harris, Rodney Crowell | 3:31 | |
| You Don't Love Me Like You Used To | The Lone Bellow | 3:15 | |
| Rescue Me | Amy Helm | 4:07 | |
| Out of the Running | Chatham County Line | 3:19 | |
| Move Me | Sara Watkins | 5:46 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| The Gig That Matters | Amy Ray, Phil Cook, Brad Cook, Heather McEntire, Justin Vernon | 3:41 | |
| Always Come Back | Nicki Bluhm and the Gramblers | 3:14 | |
| Imposter | Lilly Hiatt | 4:21 | |
| Feeling Good Again | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:22 | |
| Live / Die | Nellie Pearl | 3:42 | |
| Come On Up To The House | Sarah Jarosz | 4:27 | |
| Desdemona | The Alternate Routes, Patty Griffin | 5:54 | |
| Nowhere, Massachusetts | Black Prairie | 3:07 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Evening Blues | Dave Alvin | 5:33 | |
| Black River | Sierra Hull | 3:51 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |