| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| What Will They Say About Us Now? | Western Centuries | 3:09 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| Rosemary's Song | Adam Carroll | 4:14 | |
| Louise | The Deslondes | 3:17 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| Keith Sykes is Sorry | Keith Sykes | 4:06 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Hero | Sturgill Simpson | 3:04 | |
| The Bad Side of Luck | Vincent Neil Emerson | 4:31 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Honky Tonk Women | The Brothers Comatose, Rainbow Girls | 3:51 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Desert Rose | TK & The Holy Know-Nothings | 4:30 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
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| Poor Rambler | Sturgill Simpson | 3:45 | |
| Panhead | Otis Gibbs | 6:14 | |
| Tulsa Sounds Like Trouble | Nitty Gritty Dirt Band | 4:36 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| All Blue | Luke Bell | 3:21 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| I Don't Believe | Jeremy Pinnell | 3:04 | |
| Warm Guns | Western Centuries | 4:55 | |
| Charlie Duke Took Country Music to the Moon | Stryker Brothers | 4:00 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| You Can't Win Em All | Town Mountain | 4:28 | |
| Irene | Ian Noe | 3:53 | |
| Passin' Thru | The Travelin' McCourys | 5:25 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Blue Eyed Girl | Pat Reedy | 2:07 | |
| David Buxkemper | Dale Watson | 3:03 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Pills, Jesus, And War | Nick Dittmeier, The Sawdusters | 3:20 | |
| Uncle Lloyd | Darrell Scott | 4:11 | |
| JP's Florida Blues #1 | JP Harris | 3:06 | |
| Baby Took a Limo to Memphis | Keith Sykes | 4:16 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Baby, Baby, Don't Tell Me That | James Hand | 3:22 | |
| Bourbon Hound | Della Mae, Molly Tuttle, Avril Smith | 3:11 | |
| Fisherman's Friend | Ramsay Midwood | 4:58 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| The Sky Above And The Mud Below | Ramblin' Jack Elliott | 6:15 | |