| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Drivin' | Robert Ellis | 2:46 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Bucket of Bolts | Dee White | 3:16 | |
| Our Song | Willie Nelson | 3:51 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| All This Living | The Black Lillies | 4:29 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Everything's Beautiful (In It's Own Way) | Dolly Parton, Willie Nelson | 3:15 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Suwannee County | Andrew Combs | 3:49 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Tennessee Song | Margo Price | 4:40 | |
| Don't Cuss the Fiddle - Remastered | Waylon Jennings, Willie Nelson | 3:03 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| All Kinds Of Blue | Jeremy Ivey, Margo Price | 3:30 | |
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| May Your Kindness Remain | Courtney Marie Andrews | 3:54 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| My First Rodeo | Whitney Rose | 3:17 | |
| Good Hearted Woman | Waylon Jennings | 3:01 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Lately | Lilly Hiatt | 2:47 | |
| Don't Think Twice, It's Alright | Willie Nelson, Merle Haggard | 4:10 | |
| Barbara's Song | Ian Noe | 3:25 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| A Song for You | Willie Nelson | 4:20 | |
| My Boots | Whitney Rose | 4:47 | |
| Sad | Carson McHone | 3:45 | |
| Magdalene | Joe Ely | 3:35 | |
| Powder Blue | The Cactus Blossoms | 2:23 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| That's How Rumors Get Started | Margo Price | 4:10 | |
| Night Life | B.B. King, Willie Nelson | 4:32 | |
| A Showman's Life | Gary Allan, Willie Nelson | 4:32 | |
| Everyone But Me | Rosanne Cash | 3:37 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Long Haul | Caroline Spence | 4:01 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |