| The Way It Dimmed | Amanda Shires | 2:11 | |
| My Name Can't Be Mama | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 2:30 | |
| Grave Angels | Joe Henry | 5:31 | |
| Midnight Rider | Peter Levin, The Blind Boys Of Alabama, Amanda Shires, Marc Quiñones | 4:47 | |
| Solving Problems | Brent Cobb | 2:34 | |
| East October | John Moreland | 3:45 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Long Island Sound | James McMurtry | 6:47 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Rainy Day Song | Andrew Combs | 3:21 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Big Mouth | Nikki Lane | 3:39 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Terlingua Girl | Lillie Mae | 4:14 | |
| I Follow Rivers | Jason Isbell, Amanda Shires | 2:37 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| The High Road | Molly Tuttle | 2:49 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
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| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| You Got to Me | James McMurtry | 5:23 | |
| Cocktail And A Song | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:37 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Eve's Daughter | Amanda Shires | 3:10 | |
| Rose Coloured Frames | Mariel Buckley | 3:19 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Picasso | Gillian Welch | 3:41 | |
| Empty Cups | Amanda Shires | 3:58 | |
| Iraq | Mary Gauthier | 4:18 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Shine On Rainy Day | Brent Cobb | 4:23 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| Wheels Of Laredo | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 4:14 | |
| Sweet Revenge | Margo Price | 4:34 | |
| Cigarettes & Truckstops | Lindi Ortega | 4:28 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Modern Man | Dead Horses | 3:01 | |
| Borderline | Tommy Emmanuel, Amanda Shires | 5:18 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Driving in the Dark | Mariel Buckley | 3:40 | |
| House Of Mercy | Sarah Jarosz | 4:38 | |
| Over The Rainbow | Amanda Shires, Bobbie Nelson | 4:06 | |
| Comin’ Undone | Sarah Jarosz | 3:01 | |
| Close It Down | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:08 | |