| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Bob | Drive-By Truckers | 2:15 | |
| Banded Clovis | Tyler Childers | 4:19 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Come Home Soon | Brent Cobb | 3:18 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| I Don't Believe | Jeremy Pinnell | 3:04 | |
| South Dakota Wild One | The Deslondes | 3:23 | |
| Mother Earth | Willie Watson | 3:36 | |
| Harlan Road | NewTown | 3:06 | |
| Hell of a Time | TK & The Holy Know-Nothings | 3:54 | |
| Queen of The Clowns | Summer Dean | 3:10 | |
| Small Motors | Fred Eaglesmith | 3:13 | |
| Great American Trainwreck | Eleven Hundred Springs | 2:22 | |
| Voices | Sturgill Simpson | 2:47 | |
| Morning Breaks | Matt Heckler | 3:47 | |
| Gemini | Tyler Childers | 2:32 | |
| Miss Mary Jane | Fred Eaglesmith | 2:05 | |
| One Of These Lonesome Mornings | The Deslondes, Dan Cutler, Cameron Snyder | 2:29 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
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| Pokin' Round In The Ashes | Adam Carroll | 2:55 | |
| One in the Saddle, One on the Ground | Sturgill Simpson | 3:15 | |
| Hungry For You Blues | Benjamin Tod | 4:23 | |
| Streets of Aberdeen | Hellbound Glory | 4:10 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Loretta | Luke Bell | 3:58 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| Providence Canyon | Brent Cobb | 3:24 | |
| Midnight Special | Willie Watson | 4:38 | |
| Letters on the Marquee | Vincent Neil Emerson | 3:18 | |
| Jars At Home | Trampled by Turtles | 2:09 | |
| Rita Ballou | Guy Clark | 2:50 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| Pullin Weeds | Josh Morningstar, Jaida Dreyer | 3:21 | |
| Using Again | Benjamin Tod | 2:43 | |
| Wilder Than Her - Live at Corner Hotel, Melbourne, Australia | Audrey Auld, Fred Eaglesmith | 5:04 | |
| Lonely Like Me | Nick Shoulders | 3:09 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| Nashville Tennessee At 3 A.M. | Pat Reedy | 3:28 | |
| Life Ain’t Fair and the World Is Mean | Sturgill Simpson | 2:00 | |
| Drinkin in the Morning | Trampled by Turtles | 3:45 | |
| The Junkman | The Local Honeys | 2:39 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Mississippi Flush | Ray Wylie Hubbard | 3:33 | |
| Cold Dog Soup | Guy Clark | 3:35 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Midnight Run | James Hand | 3:21 | |