| Elf Outta Work | Chris Doud, Willy Tea Taylor, Joey No Knows | 3:18 | |
| Deer in the Sky | Chicago Farmer | 3:23 | |
| Lord, We Get High | The Fox Hunt | 4:51 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Better Than I Deserve | The Local Honeys | 4:52 | |
| Hard Time | Dylan Earl | 2:02 | |
| Alone Here With You | Hill Figs | 3:37 | |
| Split My Tooth | Jade Brodie | 3:56 | |
| Traveling Show | Songs From The Road Band | 3:45 | |
| Still No Rain | Justin Wells | 3:21 | |
| The Highway | Rambler Kane | 3:34 | |
| Loose Women | Jeremy Pinnell | 4:20 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Red Sunrise | Two Runner | 4:47 | |
| Somewhere Safe and Always Quiet | The Hill Country Devil | 4:41 | |
| Cigarette Trees | The Local Honeys | 2:43 | |
| Cheap Wine | Charlie Parr | 5:11 | |
| Verde River | Kassi Valazza | 4:24 | |
| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Sugar Envelopes Bread the Turtle | Chris Doud, Willy Tea Taylor, Joey No Knows | 3:02 | |
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| Talking to Mountains | Scott Ballew | 2:49 | |
| Puncher's Chance | Slaid Cleaves | 3:21 | |
| Border Town | Josh Okeefe | 3:10 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Life Is Beautiful | Willy Tea Taylor | 3:52 | |
| So Far Away | Justin Wells | 2:53 | |
| Cold Cold Wind | Jeremy Pinnell | 4:12 | |
| Golden Thread | Jeffrey Martin | 3:53 | |
| Canola Fields | James McMurtry | 4:49 | |
| Restaurant Rat - GemsOnVHS Field Recording | The Hill Country Devil, GemsOnVHS | 2:35 | |
| Hard Luck Kid (feat. Charley Crockett & Dylan Bishop) | Simon Flory, Charley Crockett, Dylan Bishop | 3:38 | |
| Pale, Lonesome Rider | Joseph Huber | 6:02 | |
| Fast, Free, No Stress, Easy | Kyle Brew | 3:02 | |
| Let Him Go Free Boy | Jason Dea West | 4:22 | |
| Lonesome as It Gets | Ian Noe | 2:38 | |
| Heaven Ain't Hiding | Taylor Kingman | 3:15 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Rawhide | An American Forrest | 3:00 | |
| O' Lover | BJ Barham | 3:57 | |
| I'm Gone | Sundown Songs | 3:49 | |
| Asleep With Both Eyes Open | Possessed by Paul James | 5:04 | |
| Crazy | Riley Downing | 2:57 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| What’s Left of Mine | Thomas Csorba | 3:15 | |
| The Way I Oughta Go | Bella White | 4:11 | |