| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| Born to Roll | Kelly Willis, Bruce Robison | 3:08 | |
| Jimmy's Dead and Gone | JP Harris | 2:27 | |
| All the Things That I Could Say to You Right Now | Western Centuries | 3:07 | |
| Can't Run out on Me | Mike and the Moonpies | 2:11 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Can You Hear Me Knocking | Summer Dean | 3:57 | |
| Someday, Not Today | The Broken Spokes | 2:28 | |
| Loretta | Luke Bell | 3:58 | |
| 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 | |
| Tennessee | Sturgill Simpson | 3:14 | |
| Make It Back Home | Pat Reedy | 2:34 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Drink All Night | Timbo | 3:33 | |
| Trans-Am | Croy and the Boys | 2:46 | |
| Wild Birds | Western Centuries | 4:25 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Wanna Do Something | Jeremy Pinnell | 2:50 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Heaven's on the Way | Zephaniah OHora | 3:27 | |
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| Skinny Elvis | Sam Morrow, Jaime Wyatt | 2:58 | |
| Six Strings Away | Hellbound Glory | 2:22 | |
| Hobo Cartoon | Sturgill Simpson | 2:32 | |
| Barcelona Lighthouse | Western Centuries | 4:23 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| Alabama (Can I Call You Hank) | Summer Dean | 4:02 | |
| No Time for a Broken Heart | Justin Wells | 3:25 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| Long Way to Texas | Yarn | 3:00 | |
| After The Fire Is Gone | Buddy Miller, Lee Ann Womack | 3:00 | |
| Weight of the World | Western Centuries | 3:22 | |
| Windmills and Watertanks | Joe Ely | 2:45 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| Garden Song | John R. Miller | 3:14 | |
| The Bullfighter | Luke Bell | 3:23 | |
| Pokin' Round In The Ashes | Adam Carroll | 2:55 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Me And My Machine | Gus Clark & the Least of His Problems | 3:02 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| How It Feels in the Light | John R. Miller | 3:51 | |
| 25 & Wastin' Time | Vincent Neil Emerson | 2:57 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| The Truth Will Set You Free | James Hand | 2:15 | |
| Dollar A Day | Ryan Bingham | 2:11 | |
| Time To Get A Gun | Fred Eaglesmith | 3:43 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
