| Kinky Boots | The Irish Brigade | 4:22 | |
| Black Lung | The Dead South | 3:21 | |
| Deadman's Gun (From Red Dead Redemption) | Ashtar Command | 4:15 | |
| Streets Of Laredo | Willie Nelson | 3:32 | |
| Home on the Wastes | J.E. Sawyer, Nathaniel Chapman | 2:31 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
| Oh I'm A Good Old Rebel | Hoyt Axton | 1:52 | |
| The Dead Don't Die | Sturgill Simpson | 3:51 | |
| I Gotta Get Drunk | Willie Nelson | 2:14 | |
| In the Shadow of the Valley | Don Burnham | 3:46 | |
| It's a Sin | Eddy Arnold | 2:26 | |
| Gunslinger's Glory | The Dead South | 8:11 | |
| City of New Orleans | Willie Nelson | 4:47 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| Ghosts Of The Rail | James Brian Coffey | 2:28 | |
| She Made Toothpicks of the Timber of My Heart | Homer & Jethro | 2:14 | |
| Stars of the Midnight Range | Johnny Bond | 2:53 | |
| Corralling the Blues | Colter Wall | 2:27 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| Diggin' Up Bones | Randy Travis | 2:58 | |
| Midnight Rider | Willie Nelson | 2:50 | |
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| Hallelujah, I'm a Bum | Harry McClintock | 2:57 | |
| Rocky Mountain High | John Denver | 4:43 | |
| Horse Soldier, Horse Soldier | Corb Lund | 5:12 | |
| Willie, Waylon and Me | David Allan Coe | 3:12 | |
| Luckenbach, Texas (Back to the Basics of Love) (feat. Willie Nelson) | Waylon Jennings, Willie Nelson | 3:22 | |
| Motorcycle | Colter Wall | 2:17 | |
| Too Old to Die Young | Brother Dege | 3:44 | |
| Achilles | The Dead South | 2:26 | |
| Vagrant Song (Deep South) | Ryan Ike, Joshua Du Chene | 3:36 | |
| No Reason to Quit | Merle Haggard, Willie Nelson | 3:15 | |
| Blood Feuds, Ancient And Modern | Woody Jackson | 7:15 | |
| Big Iron | Marty Robbins | 3:55 | |
| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| Napalm Sticks to Kids | Covered Wagon Musicians | 4:18 | |
| Little Joe The Wrangler (Surly Joe) | Tim Blake Nelson | 1:29 | |
| Pissin' In The Wind | Jerry Jeff Walker | 4:00 | |
| The Good, The Bad And The Ugly - 2004 Remaster | Ennio Morricone | 2:42 | |
| Deep River Blues | Doc Watson | 3:12 | |
| Coal Miner's Daughter - Single Version | Loretta Lynn | 3:00 | |
| Sing One With Willie | George Strait, Willie Nelson | 4:21 | |
| Lo Chiamavano King (His Name Is King) | Luis Bacalov, Edda Dell'Orso | 1:57 | |
| Funny How Time Slips Away | Glen Campbell, Willie Nelson | 3:32 | |
| Dang Me | Roger Miller | 1:48 | |
| Walking The Floor Over You - 1941 Edit | Ernest Tubb | 2:39 | |
| Ghosts Of Mississippi | The Steeldrivers | 6:14 | |
| Bubbles In My Beer | Bob Wills & His Texas Playboys, Tommy Duncan | 2:19 | |
| Copperhead Road | Steve Earle | 4:29 | |
| Run Through The Jungle | Creedence Clearwater Revival | 3:05 | |
