| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Never Coming Home | Riley Downing | 3:10 | |
| Border Palace | Terry Allen | 1:48 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Devilsong | Shinyribs | 4:33 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Big Bright World | Jeremy Pinnell | 4:16 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Bad Side of Luck | Vincent Neil Emerson | 4:31 | |
| Change Is Gonna Come | Shinyribs | 2:51 | |
| Sing Along | Robert Ellis | 4:09 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Where Ya Been? | Luke Bell | 3:29 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Unlock more with Songs Like X Pro |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Age Like Wine | Todd Snider | 1:46 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Hero | The Deslondes, Riley Downing | 3:21 | |
| Canyon | Emily Nenni | 3:02 | |
| Empty Yodel, No. 0 | Nick Shoulders | 2:27 | |
| Vanlife | Willi Carlisle | 4:46 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Hurricane Season | Darrin Hacquard | 8:05 | |
| King of the Blues | Gus Clark & the Least of His Problems | 1:51 | |
| That Kind of Life | Ian Noe | 3:20 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Pretty Flowers | The Texas Gentlemen | 3:44 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| Long Drives and Lonesome Mornings | Pat Reedy | 3:52 | |
| Heart on a Shelf | The Good Luck Thrift Store Outfit | 4:24 | |
| Rich Gal, Poor Gal | Woody Pines | 3:19 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Goodbye San Antonio, Hello Amsterdam | Garrett T. Capps | 3:05 | |
| Laugh to Keep from Crying | Emily Nenni | 3:44 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| The Wheel | John R. Miller | 3:05 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
