| Driving Nails in my Coffin | Ramblin' Jack Elliott | 1:54 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| Poor Rambler | Sturgill Simpson | 3:45 | |
| Baby Took a Limo to Memphis | Keith Sykes | 4:16 | |
| As Young as You'll Ever Be | Paul Cauthen | 3:40 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Navajo Trail (feat. Willie Nelson & The Quebe Sisters) | Asleep At The Wheel, Willie Nelson, The Quebe Sisters | 3:05 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Texas Tears | Terry Allen, The Panhandle Mystery Band | 4:11 | |
| Resurrection | Kinky Friedman | 4:11 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| I Had My Hopes up High | Joe Ely | 3:42 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Pokin' Round In The Ashes | Adam Carroll | 2:55 | |
| Me And My Machine | Gus Clark & the Least of His Problems | 3:02 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Wild Bill Jones | Hogslop String Band | 3:01 | |
| Tulsa Sounds Like Trouble | Nitty Gritty Dirt Band | 4:36 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| The Bad Side of Luck | Vincent Neil Emerson | 4:31 | |
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| Is It Cheating | Belle Plaine, Colter Wall | 2:36 | |
| Smile | The Bottle Rockets | 2:25 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Moondog | Joseph Huber | 3:22 | |
| Blame It On Buffett | Kelly Mcguire | 4:04 | |
| Make It Back Home | Pat Reedy | 2:34 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Too Many Rivers | Jessi Colter | 2:32 | |
| East Tx Rust | Shinyribs | 3:24 | |
| Renegade Picker | Steve Young | 3:10 | |
| Charlie Pickle | Sad Daddy | 4:16 | |
| Train to Dixie | Keith Sykes | 3:48 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Summerlea | Fred Eaglesmith | 4:00 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| The Old You | Western Centuries | 3:09 | |
| Flatland Farmer | Terry Allen | 4:18 | |
| Off My Back | Becky Warren | 2:24 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| Panhead | Otis Gibbs | 6:14 | |
| I'm Wild & My Woman Is Crazy | Shooter Jennings | 3:03 | |
| Undone | Yarn | 3:27 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Gallo Del Cielo | Joe Ely | 7:03 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Key Chain | Slaid Cleaves | 3:15 | |