| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | ||
| Working Man's Dream | Luke Bell | 2:11 | ||
| The North Dakota Cowboy | Brennen Leigh | 2:42 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | ||
| To Die For | Arlo McKinley | 3:23 | ||
| Vaquero | James McMurtry | 4:41 | ||
| You Look to Yours | Colter Wall | 4:32 | ||
| Lonesome as It Gets | Ian Noe | 2:38 | ||
| Sallisaw Blue | John Moreland | 3:57 | ||
| Weird Thought Thinker | Joshua Hedley | 2:56 | ||
| Flyin' High | The Wooks | 3:36 | ||
| Burgundy in the Rain | Pat Reedy | 2:00 | ||
| Crop Comes In | Chatham County Line | 4:23 | ||
| Burning Down the Prairie | Ian Noe | 3:01 | ||
| Lullaby | Willy Tea Taylor | 3:27 | ||
| North Georgia Rounder | Pony Bradshaw | 4:48 | ||
| Ain’t Got No Money | Justin Townes Earle | 3:05 | ||
| Lawdog | Town Mountain | 4:48 | ||
| All American Singer | Zephaniah OHora | 3:57 | ||
| Stealing Dark from the Night Sky | Arlo McKinley | 4:47 | ||
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| When to Let It Go | Hogslop String Band | 4:54 | ||
| Frightened By The Sound | Justin Townes Earle | 3:45 | ||
| Water in a Well | Sturgill Simpson | 3:46 | ||
| Terrible And True | Lost Dog Street Band | 4:35 | ||
| Indiana Line | Chicago Farmer | 3:51 | ||
| Going Down Grinnin' | Justin Wells | 4:26 | ||
| Kentucky, 1988 | Kelsey Waldon | 4:04 | ||
| God's Medicine | John Moreland | 3:07 | ||
| Down In The Gulley | Brent Cobb | 3:16 | ||
| Hungry For You Blues | Benjamin Tod | 4:23 | ||
| L I V I N | Jaime Wyatt | 3:05 | ||
| How It Feels in the Light | John R. Miller | 3:51 | ||
| The World is Ending | Brent Cobb | 3:31 | ||
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | ||
| At Your Window | Trampled by Turtles | 3:24 | ||
| Give 'em Peace | Paul Cauthen | 3:59 | ||
| Different Kind of Love | Jeremy Pinnell | 4:24 | ||
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | ||
| Train Song | Watchhouse | 2:02 | ||
| Don't Let The Morning Bring Ya Down | Ian Noe | 4:31 | ||
| Lookin' Over My Shoulder | John R. Miller | 3:37 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| The Lights Of San Francisco | Logan Ledger | 5:01 | ||
| Miners | Ian Noe | 3:16 | ||
| Alcohol And Pills | Fred Eaglesmith | 3:58 | ||
| Starlight | Logan Ledger | 5:21 | ||
| All Along My Way | Ian Noe | 3:16 | ||
| River Of Fools | Logan Ledger | 3:11 | ||
