| Solving Problems | Brent Cobb | 2:34 | |
| Verde River | Kassi Valazza | 4:24 | |
| Drinkin' Days | Slaid Cleaves | 4:52 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Coming Down From You | Joseph Huber | 4:33 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Walking Shoes | Arlo McKinley | 4:01 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Lonesome as It Gets | Ian Noe | 2:38 | |
| Solitary Confinement | Sarah Shook & the Disarmers | 2:41 | |
| Wild Women | Margo Price | 2:57 | |
| Back | Slobberbone | 2:48 | |
| All Blue | Luke Bell | 3:21 | |
| Lady in the Spotlight | JP Harris | 2:55 | |
| 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 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Engine Joe | Slobberbone | 2:26 | |
| A Ghost to Most | Drive-By Truckers | 4:41 | |
| I Feel Like Hank Williams Tonight | Sunny Sweeney | 3:48 | |
| Nashville Tennessee At 3 A.M. | Pat Reedy | 3:28 | |
| Heavenly Home | The Deslondes, Sam Doores | 4:07 | |
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| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| I'm Alright With This | Jeremy Pinnell | 3:59 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| You Wreck Me | Kamara Thomas & the Ghost Gamblers | 4:53 | |
| Paper Cowboy | Margo Price | 6:15 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Lesson | Sarah Shook & the Disarmers | 2:45 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Lot Lizard | Joshua Ray Walker | 4:18 | |
| All Kinds Of People | Lilly Hiatt | 2:39 | |
| Hard On You | Daniel Romano | 3:27 | |
| Stone Door | Sarah Shook & the Disarmers | 3:20 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| By the Waters of the James | The Local Honeys | 5:10 | |
| Washashore Cowgirl | Monica Rizzio | 3:05 | |
| Split My Tooth | Jade Brodie | 3:56 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| My Boots | Whitney Rose | 4:47 | |
| Babe, I've Got to Go | Garrett T. Capps | 4:03 | |
| Wasco | Jaime Wyatt | 4:27 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Broke Down | Slaid Cleaves | 3:10 | |