| Midnight Train | Rattlesnake Milk | 3:51 | |
| Playing the Fool | The Lostines | 2:25 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| A Little Light | Sturgill Simpson | 1:39 | |
| A Heartache I Can Use | Summer Dean | 3:54 | |
| Iām Not Ready | Riley Downing | 3:18 | |
| Red Eyes | John R. Miller | 3:27 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Sweethearts or Strangers | The Tumbleweeds | 3:02 | |
| Jackson | Josh Okeefe, Cora Carpenter | 2:35 | |
| That Kind of Life | Ian Noe | 3:20 | |
| The Girls Next Door in Austin | Jake Penrod | 2:58 | |
| Better Than I Deserve | The Local Honeys | 4:52 | |
| Money Tree | Esther Rose | 2:28 | |
| Bandana Song - Western AF Version | Todd Day Wait, Western AF | 2:31 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Border Palace | Terry Allen | 1:48 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley & the Beaver Valley Boys | 2:44 | |
| Long Drives and Lonesome Mornings | Pat Reedy | 3:52 | |
| Freight Train | Cat Clyde, Jeremie Albino | 2:05 | |
| Wyoming | Hang Rounders | 3:36 | |
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| You're the Reason I'm Living | Cole Wilson, The Tumbleweeds | 3:19 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| In the Mud | The Bobby Tenderloin Universe | 2:34 | |
| Chino | Kassi Valazza | 6:08 | |
| Feel This Right | Jeremy Pinnell | 3:20 | |
| Life Gone Dim | Scott Ballew | 1:56 | |
| I'm Gone | Sundown Songs | 3:49 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Bhagavan Decreed | The Flatlanders | 3:00 | |
| Three Days out of Omaha | Sonny James | 2:49 | |
| My Old Montana Home | The Tumbleweeds | 3:04 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| If It Ain't on the Menu | Eddie Noack | 1:36 | |
| Morning Pirate | Scott Ballew | 2:57 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| Henry and Sam | Colter Wall | 2:42 | |
| Verde River | Kassi Valazza | 4:24 | |
| Hard Time | Dylan Earl | 2:02 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Now She Knows What It Feels Like | Bella White | 2:36 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| Conspiracies, Cults & UFOs | John R. Miller | 2:52 | |
| Starlight | Logan Ledger | 5:21 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Cold Dog Soup | Guy Clark | 3:35 | |