| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Mexico | Gill Landry | 3:27 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Neon Cross | Jaime Wyatt | 4:24 | |
| Only Passing Time | Forest Sun | 2:34 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Take It Down | John Hiatt | 4:00 | |
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | |
| Love Gone Wrong | Lula Wiles | 3:56 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| You Got to Me | James McMurtry | 5:23 | |
| Waiting for a Spark | Smooth Hound Smith | 3:09 | |
| The Damage | Rodney Crowell | 4:01 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Doing It Wrong | Riley Downing | 4:27 | |
| Ballad of an Unknown | The Cactus Blossoms | 3:19 | |
| Little Reminders | Caleb Caudle | 3:40 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Too Stoned to Cry - 2019 Recut | Andrew Combs | 3:24 | |
| Big Jim's Driveway | Gill Landry | 4:23 | |
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| Little Sadie | The Dead Tongues | 3:34 | |
| If I Need You | Karl Blau | 3:54 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Dancing On My Own | Willie Watson | 5:30 | |
| I Want | Thomas Csorba | 1:57 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Sister Golden Hair | Anna Ash | 3:30 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Lone Rider | Dylan LeBlanc | 3:56 | |
| When My Fever Breaks | John Moreland | 3:41 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Lately Right Now | Gill Landry | 3:15 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| The Real Thing | Parker Millsap | 3:13 | |
| Bearden 1645 | John Fullbright | 3:16 | |
| Lonely Time | Chris Smither | 3:22 | |
| Beautiful Friend | The Deslondes, Dan Cutler | 2:58 | |
| Never Coming Home | Riley Downing | 3:10 | |
| Voice on the Radio | Tim Easton | 2:44 | |
| Knowing How It Ends | Forest Sun | 2:53 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| The Ballad Of Minnie Dean | Delaney Davidson, Marlon Williams | 2:48 | |
| Mavis | Nathaniel Rateliff | 4:12 | |