| Rain Roll In | Eilen Jewell | 2:47 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Ionlanthe | James McMurtry | 4:30 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Love Soldiers On | Tift Merritt | 2:59 | |
| I've Got Time | Po' Girl | 3:19 | |
| Radiation Vibe | Hem | 3:45 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| If I Had a Heart | Slaid Cleaves | 3:46 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
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| Mayfly | Jeffrey Foucault | 3:34 | |
| Hurricane Party | James McMurtry | 5:56 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| In Chicago | Amy Speace | 3:42 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Drinkin' Problem | Lori McKenna | 4:00 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Fishing in the Morning | Dar Williams | 2:38 | |
| Why Can't You Be? | Shelby Lynne | 4:19 | |
| Lord, I Have Made You A Place In My Heart | Cry Cry Cry | 3:34 | |
| See You On The Moon | Tift Merritt | 4:33 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| The Things That Everybody Does | Tift Merritt | 3:05 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| It’s Alright | Dar Williams | 3:26 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Neighborhood | Tift Merritt | 3:19 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| The Kid | Cry Cry Cry | 5:39 | |