| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| In My Cups | Western Centuries | 3:02 | |
| Shaky Ground | Malcolm Holcombe | 3:35 | |
| Hold On To The Sunshine (Instrumental) | Ray Benson | 2:00 | |
| These Blues | Eilen Jewell | 2:45 | |
| All The Way Under The Hill | Daniel Romano | 2:55 | |
| Cole | Adam Carroll | 3:57 | |
| Yes to Booty | Elizabeth Cook | 2:04 | |
| The Road To Bakersfield | Bastard Sons of Johnny Cash | 4:06 | |
| Bar Exam | The Derailers | 3:28 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Tulsa Turnaround | Goose Creek Symphony | 2:46 | |
| Warm Guns | Western Centuries | 4:55 | |
| I Wonder | Sturgill Simpson | 3:14 | |
| Sick, Sad, and Lonesome | Caleb Klauder | 3:26 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Country Bound | Brent Cobb | 3:45 | |
| Sins of the Father | Waylon Payne | 3:04 | |
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| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Don't Go Borrowin' Trouble | Elizabeth Cook | 2:43 | |
| Country Gal | The Gourds | 4:13 | |
| Undone | Yarn | 3:27 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| The Line's Been Drawn | Wrinkle Neck Mules | 4:31 | |
| Detroit Steel | Otis Gibbs | 2:50 | |
| Arapaho | The Gourds | 3:33 | |
| Georgia Hard | Robbie Fulks | 4:14 | |
| Lost On The Desert | Marty Stuart And His Fabulous Superlatives | 2:34 | |
| Hero | Sturgill Simpson | 3:04 | |
| Red Bandanna Blues | Adam Carroll | 4:00 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| Running Out Of Hope, Arkansas | Brennen Leigh | 2:45 | |
| Runnin' Round | Brigitte DeMeyer, Will Kimbrough | 2:46 | |
| Devil with the Blue Dress | Bill Kirchen | 3:25 | |
| Good Ole Days | Sam Morrow | 3:22 | |
| 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 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| I Don't Like Half The Folks I Love | Paul Thorn | 4:24 | |
| Water in a Well | Sturgill Simpson | 3:46 | |
| Sabrina | The Stray Birds | 3:44 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| If You See An Angel | Ray Benson | 1:42 | |
| Hillbilly Truck Driving Man | Bill Kirchen | 3:24 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |