Wed Jan 15, 2020 from 10:35 AM until 1:10 PM
| Artist | Album | Track |
| Various Artists | WBB Pre-Show | Began at 10:35 a.m. |
| Spencer & Rains | The Old Texas Fiddle Vol. III | Campbells are Coming |
| Spencer & Rains | The Old Texas Fiddle Vol. III | John Booker |
| Spencer & Rains | The Old Texas Fiddle Vol. III | Gold Rush |
| The Casual Hobos | Unanswered Questions | What's the Matter With The Mill |
| The Casual Hobos | Unanswered Questions | Have you Come to Say Goodbye? |
| Nate Lee | Plays Well with Others | Chinquapin Hunting |
| Nate Lee | Plays Well with Others | John Stinson's Reel |
| Mark O'Connor | Heroes | Jerusalem Ridge (with Kenny Baker) |
| Rafe & Clella Stefanini | Lady on the Green | Whiskey Seller |
| Various Artists | WBB Main Show | Began at 11:04 a.m. |
| Plywood Cattle Co. | Unreleased Live Recording | Whiskey Before Breakfast |
| Various Artists | Things About Comin' My Way: A Tribute to the Music of the Mississippi Sheiks | Bootlegger's Blues (Oh Susanna) |
| Hedy West | Hedy West, Volume Two | Moonshiner's Lament |
| Chris Walls | Just Another Place | Hank Williams' Cadillac |
| Tater Patch | Old Time Country Music | Grubb Springs |
| Ramy Essam | Introducing Ramy Essam: Revolution Erupts | Exalted |
| Ramy Essam | 2018 Single | Lissa Bahinilha |
| Siera Hull | Daybreak | Chasin' Skies |
| Various Artists | Fast Folk Musical Magazine (Vol. 5, No. 8) Detours | Temporary Road (John Gorka) |
| Tui (old-time) | Pretty Little Mister | Eighth of January |
| Carolann Solebello | Threshold | Bury Me Beneath the Willow |
| Delmore Brothers | Sand Mountain Blues | Mississippi Shore |
| Red Clay Ramblers | Stolen Love | Honey Babe |
| Mississippi Sheiks | Honey Babe Let the Deal Go Down: The Best of Mississippi Sheiks | Still I'm Traveling On |
| Bela Fleck & Abigail Washburn | Echo In The Valley | Sally In the Garden |
| Bela Fleck & Abigail Washburn | Echo In The Valley | Sally In the Garden |
| Bela Fleck & Abigail Washburn | Echo In The Valley | Sally In the Garden |
| Bela Fleck & Abigail Washburn | Echo In The Valley | Sally In The Garden |
| Bela Fleck & Abigail Washburn | Echo In The Valley | Sally In The Garden |
| Track Count: 30 | ||