| These Days | The Brother Brothers | 3:03 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| You Didn't Call My Name | Molly Tuttle | 4:25 | |
| Dogs in the Daylight | Jeffrey Martin | 5:17 | |
| Chandelier | The Lowest Pair, Small Town Therapy | 2:26 | |
| How Bad I Wanna Live | Maya De Vitry | 2:53 | |
| Buddies | Lauren Barth | 3:25 | |
| Warm Guns | Western Centuries | 4:55 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Lullaby | Dori Freeman | 3:25 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Longest Night | Gasoline Lollipops | 3:54 | |
| Sweet Annie | Roseanne Reid, Steve Earle | 3:23 | |
| Kickapoo Creek | Dead Horses | 2:28 | |
| Loaner | Lillie Mae | 4:45 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| Lovers And Leavers | Rachel Baiman | 3:11 | |
| Pickup Cowboy | Jonathan Byrd, The Pickup Cowboys | 2:37 | |
| Oxen | Chatham Rabbits | 3:54 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Love Tomorrow | The Cactus Blossoms | 2:19 | |
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| Tell Me A Story | Po' Girl | 3:13 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| If Something Breaks | Front Country | 4:56 | |
| Time We Made Time | Watchhouse | 4:55 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| I Was An Oak Tree | Jonathan Byrd | 2:46 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Backslide | Smooth Hound Smith | 2:57 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Wrong Way Round | Rachel Baiman | 3:53 | |
| Cairo, Il | The Brother Brothers | 3:42 | |
| Darling Dear | Dead Horses | 3:45 | |
| Part of Life | Josh Oliver | 3:06 | |
| Slippin' | Amanda Shires | 2:39 | |
| Northern Town | Fruition | 4:06 | |
| It's a Great Day to Be Alive | Darrell Scott, Darrell Scott String Band | 4:27 | |
| Terlingua Girl | Lillie Mae | 4:14 | |
| You Wreck Me | Kamara Thomas & the Ghost Gamblers | 4:53 | |
| Black Flower Blooming | The Dead Tongues | 4:12 | |
| Swinger in the Trees | Dead Horses | 3:28 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Keep Travelin' | Front Country | 2:48 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| See You Around | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |
| Comin’ Undone | Sarah Jarosz | 3:01 | |
| Pangaea | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:17 | |