| Old Hickory | Old Crow Medicine Show | 5:09 | |
| The Junkman | The Local Honeys | 2:39 | |
| Katie | Fred Eaglesmith | 3:42 | |
| High on the Mountain | The Del McCoury Band | 3:05 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Canyon | Emily Nenni | 3:02 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Bald Butte | Colter Wall | 5:50 | |
| Windmills | Sam Doores | 4:04 | |
| A Heart Of Gold Is Hard To Find | Benjamin Tod | 2:20 | |
| Amazing Grace | The Local Honeys | 3:17 | |
| I'm So Good at Absolutely Nothing | Possessed by Paul James | 1:51 | |
| Money Tree | Esther Rose | 2:28 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Time or Tears | Laney Lou and the Bird Dogs | 3:37 | |
| Shoulda' Known Better | Possessed by Paul James | 3:40 | |
| Ridgelines | The Resonant Rogues | 3:24 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| California King | Senora May | 4:06 | |
| I Love You, Charlene | The Local Honeys | 2:54 | |
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| It's the Best? | Nick Shoulders | 2:59 | |
| Emmanuel | TK & The Holy Know-Nothings | 4:13 | |
| City That Drowned | Mile Twelve | 3:32 | |
| Chino | Kassi Valazza | 6:08 | |
| Folk Art Masterpiece | Willi Carlisle | 3:11 | |
| Life Ain’t Fair and the World Is Mean | Sturgill Simpson | 2:00 | |
| The John Deere H | Brennen Leigh | 3:15 | |
| Better Than I Deserve | The Local Honeys | 4:52 | |
| Tehachapi | Margo Cilker | 3:07 | |
| Red Sunrise | Two Runner | 4:47 | |
| Coffee in the Morning | Golden Shoals | 3:52 | |
| Bigboned & Buttugly | Sad Daddy | 5:56 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| Dead on the River (Rolling Down) | Ian Noe | 5:06 | |
| Oh Sarah | Sturgill Simpson | 3:05 | |
| Cuckoo Bird - GemsOnVHS Field Recording | Sam Shackleton, GemsOnVHS | 4:11 | |
| Chattanooga | Chatham Rabbits | 3:08 | |
| Tried to Ruin My Name | Cory Walker, Sierra Ferrell | 2:23 | |
| Fast Moving Train | Missy Raines, Missy Raines & Allegheny | 3:15 | |
| Lainhart | Senora May | 4:16 | |
| Running Out Of Hope, Arkansas - Acoustic | Brennen Leigh | 2:03 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Wasted Time | Tray Wellington | 2:35 | |
| Nobody Has To Know Your Mind | John R. Miller | 4:53 | |
| Silver Dollar | Sierra Ferrell | 2:05 | |
| Nellie Kane | Hot Rize | 2:58 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
