| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | ||
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | ||
| Righteous Ways | Scott H. Biram | 2:51 | ||
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | ||
| Black Star | Nick Shoulders | 2:42 | ||
| The Wolfman | The Good Luck Thrift Store Outfit | 7:46 | ||
| Troubles | Anna & Elizabeth | 2:14 | ||
| First Girl I Loved | John Hartford | 4:35 | ||
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | ||
| Pray for Breath | Jason Dea West, Aurelia Anne Cohen, Lob Strilla, Benjamin Tod, Ashley Mae | 3:54 | ||
| Summertime Rolls | Wood & Wire | 1:54 | ||
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Waltz About Whiskey | Watchhouse | 3:46 | ||
| Salford Boys | Josh Okeefe | 1:50 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Verde River | Kassi Valazza | 4:24 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | ||
| Dallas | The Flatlanders | 3:01 | ||
| Change Is Gonna Come | Shinyribs | 2:51 | ||
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| Saskatchewan in 1881 | Colter Wall | 2:51 | ||
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | ||
| Victory | Trampled by Turtles | 3:57 | ||
| Lonely Like Me | Nick Shoulders | 3:09 | ||
| All the Pretty Colors | Sturgill Simpson | 2:18 | ||
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | ||
| Kiss You Down There | Hackensaw Boys | 3:33 | ||
| The Down and Back | Willi Carlisle | 1:45 | ||
| Black Maria | Three Tall Pines | 4:42 | ||
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | ||
| Life Ain’t Fair and the World Is Mean | Sturgill Simpson | 2:00 | ||
| Gospel Shoes | Watchhouse | 4:05 | ||
| Anne Marie | Wood & Wire | 3:06 | ||
| Prayer For The Blind | Cristina Vane | 2:15 | ||
| The Outskirts | Trampled by Turtles | 5:53 | ||
| Dry Bones | Willie Watson | 3:44 | ||
| A Cowboy's Life | Hot Rize | 3:40 | ||
| Irene | Ian Noe | 3:53 | ||
| Mardi Gras | Mason Via, Sierra Ferrell | 3:26 | ||
| I Love Leaving | Jonny Fritz | 3:26 | ||
| Jars At Home | Trampled by Turtles | 2:09 | ||
| Silver Dollar | Sierra Ferrell | 2:05 | ||
| Play By Your Own Rules | Sam Bush | 3:31 | ||
| High On A Mountain | Hot Rize | 3:06 | ||
| Nellie Kane | Hot Rize | 2:58 | ||
| Sticks That Made Thunder | The Steeldrivers | 4:09 | ||
| Breakfast In Hell | Slaid Cleaves | 5:51 | ||
| In Tall Buildings | John Hartford | 3:26 | ||
