| Lesson | Amy LaVere, Will Sexton | 3:43 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| So Much Wine | The Handsome Family | 3:48 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| I Drink | Mary Gauthier | 3:47 | |
| Self Made Orphan | Amy LaVere | 3:57 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| Grinnin' in Your Face | Amythyst Kiah | 2:48 | |
| Lungs | Shelby Lynne, Allison Moorer | 2:54 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Down Home Girl | Rainbow Girls | 3:36 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Black Hand Blues | Jolie Holland | 2:55 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Blue Ridge Mountain | Hurray For The Riff Raff | 2:33 | |
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| Don't Let It Trouble Your Mind | Rhiannon Giddens | 3:39 | |
| Misty Mountain | Ferron | 5:09 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| No Battle Hymn - Live Session, Memphis, TN, 2019 | Jam in the Van, Amy LaVere | 5:41 | |
| Camilla | Caroline Herring | 4:13 | |
| Tonight Will Be Fine | Amy LaVere, Will Sexton | 3:55 | |
| She - 2007 Remastered Version | Pretenders & Emmylou Harris | 4:49 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Townes' Blues | Cowboy Junkies | 3:13 | |
| Soldier, Soldier | Natalie Merchant | 3:45 | |
| Stick Horse | Amy LaVere | 3:34 | |
| Black Is the Color | Rhiannon Giddens | 3:45 | |
| End of the Line | Hurray For The Riff Raff | 3:38 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Dark Moon | Amy LaVere | 2:38 | |
| This Street, That Man, This Life | Cowboy Junkies | 3:13 | |
| Queen of Quiet | Erin McKeown | 1:48 | |
| Frank's Tavern | Calexico | 4:28 | |
| Day After Tomorrow | Linda Thompson | 5:03 | |
| Poor Girl's Blues | Jolie Holland | 5:26 | |
| Acadian Driftwood | The Roches | 6:20 | |
| Rattle My Bones | The Secret Sisters | 3:40 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Sensitive Boys | Alejandro Escovedo | 4:29 | |
| Kathy | Po' Girl | 4:17 | |
| Why Baby Why | The Secret Sisters | 2:28 | |