| Twenty-Five Forty-One | Charlie Parr | 3:52 | |
| Jubilee | Jake Xerxes Fussell | 3:58 | |
| For What It's Worth | The Travelin' McCourys, Sierra Hull, Gibson Brothers, Dré Anders, Justin Moses | 6:37 | |
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | |
| You Gotta Move | Parker Millsap | 4:20 | |
| Can't You Hear Me Callin' | Crooked Still | 3:38 | |
| St. Brendan's Isle | Jake Xerxes Fussell | 3:52 | |
| At Your Window | Trampled by Turtles | 3:24 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Bucket List Grandmas | John Craigie, Jay Cobb Anderson | 3:48 | |
| I’m Not Ready | Riley Downing | 3:18 | |
| How Long | C.W. Stoneking | 3:13 | |
| Long John Dean | Willie Watson | 2:54 | |
| True Friends | Charlie Parr | 4:34 | |
| Busted | William Elliott Whitmore | 2:44 | |
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| 30 Days | Smooth Hound Smith | 3:14 | |
| Warming by the Devil's Fire | The Black Twig Pickers, Charlie Parr | 2:54 | |
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| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Crazy Mama | John Craigie | 3:12 | |
| 1922 | Phil Cook | 3:01 | |
| Satisfied | Woody Pines | 4:06 | |
| Thieves | Liz Cooper, The Stampede | 4:04 | |
| Tracking My Roots | Anders Osborne | 4:03 | |
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | |
| Live By the Water | Madisen Ward and the Mama Bear | 5:24 | |
| Heart Over Mind - GemsOnVHS Field Recording | Todd Day Wait, GemsOnVHS | 2:22 | |
| Dirty Hound | Cicada Rhythm | 3:25 | |
| Drivin' | Robert Ellis | 2:46 | |
| Up on the Hill Where They Do the Boogie | John Hartford | 2:43 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Empty out Your Pockets | Charlie Parr | 4:44 | |
| The Road Neverending | The Tillers | 4:01 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Smokestack Lightning | Marty O'Reilly & the Old Soul Orchestra | 6:47 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| Jealous Love | Anders Osborne | 2:44 | |
| Walking Back from Willmar | Charlie Parr | 4:18 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| When It Breaks | Possessed by Paul James | 4:31 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| The Wolfman | The Good Luck Thrift Store Outfit | 7:46 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |