| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Blue Railroad Train | Jorma Kaukonen | 3:41 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Adios to California | John Hiatt | 3:47 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| In Chicago | Amy Speace | 3:42 | |
| Do Your Best for Rock 'n Roll | Linda Thompson | 4:45 | |
| Before I Go | John Hiatt | 3:34 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Applewood Road | Applewood Road | 2:24 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Angeline | James McMurtry | 4:04 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Way Over Yonder | The Small Glories | 4:41 | |
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| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| Don't Let It Trouble Your Mind | Rhiannon Giddens | 3:39 | |
| Thunderbird | John Hiatt | 4:04 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Never Be Fooled Again | Zoe Muth | 7:51 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Tattooed | John Gorka | 3:41 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| Shake Sugaree | Rhiannon Giddens | 4:24 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| You Got to Me | James McMurtry | 5:23 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| The Meadow | Mary Gauthier | 4:38 | |
| Life is Fine | Tom Rush | 3:39 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| I Wish It Would Rain | Nanci Griffith | 2:40 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Empty Spaces | Mary Gauthier | 3:43 | |
| Troubles | Tara Nevins | 4:03 | |
| It's A Hard Life Wherever You Go | Nanci Griffith | 4:02 | |