| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Perfect Word | Amanda Anne Platt & the Honeycutters | 4:39 | |
| Oh My Love | The Small Glories | 3:20 | |
| Mornings In Memphis | Justin Townes Earle | 4:31 | |
| Buckets of Rain | Redbird | 3:41 | |
| Love Gone Wrong | Lula Wiles | 3:56 | |
| Girls Like You | Amanda Anne Platt & the Honeycutters | 3:46 | |
| I'll Be Loving You | The Honeycutters | 5:50 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Joke’s On Me | Rachel Baiman | 2:46 | |
| By the Light of the Moon | Dave Simonett | 2:25 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Blue Ruin | Watchhouse | 5:17 | |
| Time Stands Still | Chris Smither | 3:45 | |
| I Never | Caitlin Canty | 3:19 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| Barbara's Song | Ian Noe | 3:25 | |
| They Don't Make 'em... | Andrew Duhon | 3:48 | |
| Dogs in the Daylight | Jeffrey Martin | 5:17 | |
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| Modern Man | Dead Horses | 3:01 | |
| Thunder Road | Sara Watkins | 4:58 | |
| Broken | John Craigie | 2:54 | |
| When You're Gone | Amanda Shires | 3:06 | |
| Runnin' | Leah Blevins | 3:57 | |
| The Cure | Watkins Family Hour | 3:57 | |
| Lightning In A Jar | Molly Tuttle | 3:12 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Self Made Man | Rachel Baiman | 2:57 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| The Flood in Color | Joe Pug | 2:37 | |
| Family Tapes | Dead Horses | 4:23 | |
| Late September | Watchhouse | 4:20 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Secondhand | The Small Glories | 3:05 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Bucket of Bolts | Dee White | 3:16 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Shining in the Distance | The Stray Birds | 4:25 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Spend It All (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 3:20 | |
| Yours To Bear | honeyhoney | 4:37 | |
| Summer's End | Nathaniel Rateliff, Courtney Marie Andrews | 3:38 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |