| Outfit | Drive-By Truckers | 4:06 | |
| Easy Rider | Eddie Berman | 3:49 | |
| Angel From Montgomery | Buddy Miller, Brandi Carlile, The Lone Bellow | 4:47 | |
| California Sway | Smooth Hound Smith | 4:53 | |
| Canola Fields | James McMurtry | 4:49 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| I'm on Fire | Whitey Morgan and the 78's | 3:16 | |
| Clay Pigeons | Blaze Foley | 4:15 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Run Wild | Twain, The Deslondes | 2:56 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Decent Man | James McMurtry | 4:48 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Looking For A Place To Land | Justin Townes Earle | 3:28 | |
| Trucker Speed | Fred Eaglesmith | 5:11 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| Drawl | Lilly Hiatt | 3:55 | |
| Black River Killer | Blitzen Trapper | 3:28 | |
| Pale, Lonesome Rider | Joseph Huber | 6:02 | |
| Days of the Years | The Felice Brothers | 3:58 | |
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| Do I Ever Cross Your Mind | Justin Townes Earle, Dawn Landes | 2:25 | |
| Wild Eden | The Deslondes, Sam Doores | 3:33 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Blue Pill Blues | Early James | 3:07 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Guns of Umpqua | Drive-By Truckers | 3:51 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| I Love Leaving | Jonny Fritz | 3:26 | |
| These Things | Buffalo Nichols | 2:59 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Hard On You | Daniel Romano | 3:27 | |
| Lonely Game (feat. Andrew Combs & Jessie Baylin) | Steelism, Andrew Combs, Jessie Baylin | 3:49 | |
| That River | Margo Cilker | 3:09 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| At Your Window | Trampled by Turtles | 3:24 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Long Midnight | Joe Pug | 2:13 | |
| Been Worryin' | Cat Clyde, Jeremie Albino | 3:02 | |
| I Can Help | Charley Crockett | 3:38 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| Sugaree | Phosphorescent, Jenny Lewis, Friends | 4:59 | |
| Breakers Roar | Sturgill Simpson | 2:29 | |
| New Star | Watchhouse | 3:05 | |
| I Hear Them All | Old Crow Medicine Show | 3:03 | |
| Miles Away | Old Crow Medicine Show, Willie Watson | 5:00 | |
| All Or Nothing | Nathaniel Rateliff | 5:01 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Poncho & Lefty | Townes Van Zandt | 3:40 | |
