| Long Game | Emily Nenni | 3:00 | |
| The Game | Esther Rose | 5:04 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Pearl to the Swine | Mapache | 3:36 | |
| Less Honkin' More Tonkin' | The Deslondes, Riley Downing | 1:42 | |
| How Dare You | Teddy and The Rough Riders | 2:49 | |
| I Wonder Why | Kacy & Clayton, Marlon Williams | 2:05 | |
| Hustlin' | John Craigie | 4:04 | |
| Start It Over | Riley Downing | 3:24 | |
| Arm's Length Away | Izaak Opatz | 3:30 | |
| Highway Blues | Rattlesnake Milk | 4:43 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Crazy Mama | John Craigie | 3:12 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| Yo-Yo | Pokey LaFarge | 4:01 | |
| The Limit | The Kernal | 4:37 | |
| Black Star | Nick Shoulders | 2:42 | |
| Who's That Fella - Western AF Version | Todd Day Wait, Western AF | 5:28 | |
| Tell Me I'm Wrong | Natural Child | 3:18 | |
| Vaping on the Job | Dougie Poole | 5:26 | |
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| Ramblin' With The Day | Rose City Band | 3:38 | |
| South Dakota | This Frontier Needs Heroes | 4:06 | |
| Lovers | Rattlesnake Milk | 4:28 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Everywhere I Go | Cat Clyde | 2:19 | |
| Crab Walk! | Duff Thompson and the Full Grown Men, Duff Thompson | 2:07 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Loving Spoons | Tim Hill | 3:01 | |
| Johnny Dear | Kassi Valazza | 5:02 | |
| Big Sandy | Izaak Opatz | 5:28 | |
| The Long Haul | Duff Thompson | 4:26 | |
| Nothing's Warm As Addiction | Jesse Woods | 1:56 | |
| Last Burning Ember | Kacy & Clayton, Marlon Williams | 3:11 | |
| Die Young | Rattlesnake Milk | 5:22 | |
| Carnival Cruise, Talkin' Blues | Lou Hazel | 2:51 | |
| Playing the Fool | The Lostines | 2:25 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| Nothing for Me, Please | Dean Johnson | 2:33 | |
| Addendum | Dick Stusso | 1:07 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Hound Dog | Rattlesnake Milk | 4:01 | |
| Falcon | Charlie Parr | 4:59 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| TV Blue | Skinny Dyck | 2:57 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Silver Dollar | Sierra Ferrell | 2:05 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |