| To Leave Something Behind | Sean Rowe | 5:49 | |
| Bury Me Not (The Dying Cowboy) | David Huckfelt | 4:32 | |
| Aberdeen | The Hello Darlins, Joey Landreth | 3:49 | |
| Leave It by the Sea | William Prince | 3:46 | |
| People Who Care | Hayes Carll | 3:41 | |
| Meantime | Del Barber | 3:49 | |
| Making Believe (feat. Rose Cousins) | David Myles, Rose Cousins | 2:36 | |
| Front Porchin' | Parker Millsap | 3:53 | |
| Red Tail | Gabriel Kelley | 4:25 | |
| Life Isn't Fair | Smooth Hound Smith | 2:43 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Klondike Man | Jeremie Albino | 4:04 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Promised Land | Andrew Duhon | 3:08 | |
| Over Alameda | Justin Townes Earle | 4:08 | |
| Waiting for a Spark | Smooth Hound Smith | 3:09 | |
| Delta Line | Emily Scott Robinson | 3:51 | |
| When It Breaks | Possessed by Paul James | 4:31 | |
| Times Like These (Acoustic) | Hayes Carll | 3:16 | |
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| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Georgia Moon | Julian Taylor | 4:09 | |
| Superlover | Luther Dickinson, Allison Russell, Birds of Chicago | 3:53 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Back to Jackson | Jason Eady & The Wayward Apostles | 4:12 | |
| Outlaw Man | Tim Helnore | 3:15 | |
| Oh My Love | The Small Glories | 3:20 | |
| Come Home | Chatham Rabbits | 4:39 | |
| To The Light | Ashley Harding | 2:53 | |
| Pasadena | William Prince | 3:50 | |
| Too Stoned to Cry - 2019 Recut | Andrew Combs | 3:24 | |
| Say Can You See | Scott Cook | 4:02 | |
| Another Day | Ordinary Elephant | 4:55 | |
| Higher Power | William Prince | 3:37 | |
| Brighter Days - Acoustic Version | J.J. Grey | 4:41 | |
| Sweet Annie | Roseanne Reid, Steve Earle | 3:23 | |
| Appalachia Haze | Ian Noe | 3:53 | |
| Chuck Will's Widow - Video Mix | Amy Ray, The War And Treaty, Michelle Malone | 3:43 | |
| Murmur of Yearning | Thomas Csorba | 3:50 | |
| Hunger Strike | Shane Ghostkeeper | 3:43 | |
| Howard Hughes Blues | Robert Ellis, Courtney Hartman | 2:50 | |
| Laila Sady Johnson Wasn't Beaten by No Train | Belle Plaine | 4:38 | |
| Gospel First Nation | William Prince | 4:03 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Anyhow | Kelsey Waldon | 2:58 | |
| Lay Lay | Adam Ezra Group | 3:35 | |
| Long Haul | Caroline Spence | 4:01 | |
| Willie's Birthday Song | Nathaniel Rateliff | 3:50 | |
