| This One's Gonna Hurt | Reina del Cid | 3:18 | |
| Warm Guns | Western Centuries | 4:55 | |
| It Don't Suit Me (Like Before) | John Moreland | 3:38 | |
| Gospel Shoes | Watchhouse | 4:05 | |
| Wild Geese | Tom Russell | 3:52 | |
| White Feather | Amanda Shires | 3:34 | |
| Crazy World (Judgement Day) | Jamestown Revival | 4:40 | |
| Great Ideas | Sam Lewis | 2:55 | |
| Lies I Chose to Believe | John Moreland | 3:41 | |
| Sabrina | The Stray Birds | 3:44 | |
| There Was a Time | Watchhouse | 4:14 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Where Can I Go | The Gage Brothers | 3:07 | |
| Sister Golden Hair | Anna Ash | 3:30 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Greene County | Midnight North | 4:38 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Willow Tree | Red Molly | 2:47 | |
| All I Ever Wanted | Dori Freeman | 3:41 | |
| Winsome Smile | Chris Smither | 3:34 | |
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| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Carry Me | The Secret Sisters | 4:05 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Willin' | Richard Shindell | 3:15 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Buckets of Rain | Redbird | 3:41 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Second Hand News | Smooth Hound Smith | 2:41 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| Chuck Will's Widow - Video Mix | Amy Ray, The War and Treaty, Michelle Malone | 3:43 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Giving up on Your Hometown | Lori McKenna | 3:15 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Not Many Miles To Go | Rosanne Cash | 4:03 | |
| If I Started Over | Lukas Nelson and Promise of the Real | 3:12 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |