| Stars | Fred Eaglesmith | 3:16 | |
| The Long Game | Western Centuries | 4:20 | |
| Don't Cry Love | Robyn Ludwick, Ray Wylie Hubbard | 4:50 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Counting Alligators | Woody Pines | 2:23 | |
| Sit Crooked, Talk Straight | Sam Morrow | 3:37 | |
| The Opportunity to Help Somebody Through It | Jim Lauderdale | 3:07 | |
| There Oughta Be a Law Against Sunny Southern California | Terry Allen, The Panhandle Mystery Band | 5:04 | |
| Hound Dog | Rattlesnake Milk | 4:01 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Howl at the Moon | The Deslondes, Sam Doores | 2:29 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Last of the Better Days Ahead | Charlie Parr | 3:11 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| After Party After Life | Lasers Lasers Birmingham | 3:07 | |
| Midnight Train | David Rawlings | 3:18 | |
| Black Iowa Dirt | William Elliott Whitmore | 3:06 | |
| Thanks a Lot | Watkins Family Hour, Jon Brion | 3:03 | |
| It Was the Day | Barry Mac | 3:14 | |
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| Deer in the Sky | Chicago Farmer | 3:23 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Highway One | Hollis Brown, Nikki Lane | 3:34 | |
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Wonderful Things | John Wort Hannam | 2:59 | |
| Dooley's Farm (feat. Billy Strings) | Molly Tuttle, Molly Tuttle & Golden Highway, Billy Strings | 3:41 | |
| Big River | Sad Daddy | 4:53 | |
| Whiskey River | Ray Wylie Hubbard | 4:02 | |
| Indiana Road | Fred Eaglesmith | 8:15 | |
| Come Back in My Mind | Possessed by Paul James | 3:44 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Love Yourself | Graham Sharp | 3:45 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| White Noise, White Lines | Kelsey Waldon | 4:51 | |
| That's Rude | Amusek | 2:50 | |
| I’m Right There With You | Riley Downing | 4:19 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Moonshine | Luther Dickinson | 4:40 | |
| Henhouse | Ray Wylie Hubbard | 4:30 | |
| Bad Apple | Graham Sharp | 1:34 | |
| Lightfoot | Ramsay Midwood | 2:48 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Starlight | Logan Ledger | 5:21 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Chicago | Ramsay Midwood | 4:50 | |
