| Heartache Is an Uphill Climb | Tift Merritt | 3:14 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Dadgum Down | Amy Ray | 4:27 | |
| What's Goin' Wrong | Justin Townes Earle | 3:25 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Dancing on the Wing | The Felice Brothers | 4:28 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| A Little Pain | Margo Price | 2:55 | |
| White Feather | Amanda Shires | 3:34 | |
| The Native | Vandoliers | 4:37 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| Precita | Mount Moriah | 2:47 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Can't Hardly Wait | Justin Townes Earle | 2:48 | |
| Over the Hill and Through the Woods | Lillie Mae | 3:17 | |
| Faraway You | Marah | 3:31 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Here Right Now | Garrett T. Capps | 6:21 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
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| Debtors' Prison | Dustbowl Revival | 4:53 | |
| Finish Line | Jade Jackson | 4:03 | |
| Kindness of Strangers | Courtney Marie Andrews | 3:30 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Bitter End | The Jayhawks | 4:17 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Swimmer | Amanda Shires | 2:54 | |
| Don't Say That You Love Me | Jade Jackson | 4:40 | |
| People Call Who They Wanna Talk To | David Ramirez | 3:30 | |
| Wheels Of Laredo | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 4:14 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Fuck With Sad Girls | Bonnie Whitmore | 4:38 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| I Will Not Be Afraid | Caroline Rose | 2:26 | |
| Time is Everything | Viv & Riley | 3:05 | |
| Sit Back and Watch It Roll | Molly Tuttle | 3:45 | |
| Lithium | Shelby Lynne, Allison Moorer | 5:38 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Glenfern | Kathleen Edwards | 4:30 | |
| Sunday's Children | Kelsey Waldon | 3:30 | |
| High on Tulsa Heat | John Moreland | 3:41 | |
| Candy Lunch | Lilly Hiatt | 3:23 | |
| You Don't Look So Good (Cocaine) | Caroline Spence | 3:57 | |
| Comin’ Undone | Sarah Jarosz | 3:01 | |
| One More Song The Radio Won't Like | Kathleen Edwards | 4:24 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Dream A Little Dream Of Me | Amanda Shires, Bobbie Nelson | 2:38 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
