| Playing Old Games | Erin Rae, Pete Lindberg | 3:29 | |
| The Damage | Rodney Crowell | 4:01 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Anyhow | Kelsey Waldon | 2:58 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Working Man | Maya De Vitry | 3:22 | |
| Double or Nothing | Western Centuries | 4:03 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Finger on the Button | Blue Cactus | 3:44 | |
| Downtown | The Cactus Blossoms | 3:14 | |
| Listening to the Music | Zephaniah OHora | 3:14 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| If I Need You | Karl Blau | 3:54 | |
| All My Money On You | Diana Jones | 3:09 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Tehachapi | Margo Cilker | 3:07 | |
| Heavenly Home | The Deslondes | 4:07 | |
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| Hello In There | Jason Isbell | 4:21 | |
| Far From Home | Western Centuries | 3:52 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| High Rise | H.C. McEntire | 4:49 | |
| Love All Night (Work All Day) | Yola | 3:33 | |
| She's Leaving in the Morning | Zephaniah OHora | 3:08 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Good Fight | Lori McKenna | 3:18 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Somebody's Drinking About You | Brennen Leigh | 2:56 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Mississippi Goddam (feat. Adia Victoria & Kyshona Armstrong) | Kelsey Waldon, Adia Victoria, Kyshona | 4:54 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| Walking | Chris Acker | 4:48 | |
| Don't Wanna Cry | Emily Nenni | 2:26 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Letting Me Down | Margo Price | 3:14 | |