| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| I’m Not Ready | Riley Downing | 3:18 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| James Alley Blues | Willie Watson | 4:06 | |
| What Are They Doing In Heaven Today? | The Deslondes, Twain | 3:00 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Pretty Flowers | The Texas Gentlemen | 3:44 | |
| Listen Up Sweetheart | Yarn | 2:38 | |
| Age Like Wine | Todd Snider | 1:46 | |
| Lot Lizard | Joshua Ray Walker | 4:18 | |
| Satan's Paradise | Kieran Kane, Kevin Welch, Fats Kaplin | 3:39 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Dogwood | Terry Allen | 4:31 | |
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| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| Coyote | Rattlesnake Milk | 2:49 | |
| Strange | Dylan Earl | 2:23 | |
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | |
| Gimme a Ride to Heaven Boy | Terry Allen, The Panhandle Mystery Band | 4:59 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| I'm Alright With This | Jeremy Pinnell | 3:59 | |
| Down Home Girl | Old Crow Medicine Show | 3:46 | |
| Road That Leads To You | Sarah Shook & the Disarmers | 2:36 | |
| Mahogany | Chris Acker | 3:21 | |
| All over Now | Woody Pines | 3:05 | |
| Radio | Hackensaw Boys | 3:29 | |
| Payette | The Sons of Rainier | 2:57 | |
| Lovers | Rattlesnake Milk | 4:28 | |
| Sadder Day | Western Centuries | 4:30 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Down the Line | Pete Bernhard | 2:42 | |
| Free Little Bird | Willi Carlisle | 1:48 | |
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | |
| Those Were (Could've Been) the Days - Live AF Version | The Deslondes, Western AF | 2:42 | |
| Ghosts | John R. Miller | 2:19 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| I Gotta Get Drunk | Redbird | 2:01 | |
| Sing Along | Robert Ellis | 4:09 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Off the Shelf | Western Centuries | 5:47 | |
| Waynesboro | Ramsay Midwood | 4:24 | |