| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Old Good Friend - Bonus Track | Jeffrey Martin | 3:37 | |
| Deep Blue Sea | Dead Horses | 4:03 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Little Rain | Hiss Golden Messenger | 3:52 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Scarlett Roses | Grayson Capps | 4:33 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| Unmistakable Love | Spencer Burton | 3:55 | |
| Lies I Chose to Believe | John Moreland | 3:41 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Lightning In A Jar | Molly Tuttle | 3:12 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
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| In Times of Cold | Ray Wylie Hubbard | 4:15 | |
| One Part Love | Jeffrey Foucault | 4:07 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| Long Wide Open Road | Darrell Scott | 5:01 | |
| Childish Things | James McMurtry | 4:35 | |
| Kristine | Joe Purdy | 3:54 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| Ricochet | Pieta Brown | 2:49 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Hide Your Tears | John Hiatt | 3:15 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| 3/4 Time | Sam Lewis | 3:39 | |
| Appeline | Jeffrey Foucault | 3:47 | |
| Smoke and Sparks | Grant-Lee Phillips | 3:39 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Willin' | Richard Shindell | 3:15 | |
| Idaho | Jeffrey Foucault | 4:12 | |
| Time Rolls By | Caitlin Canty | 3:35 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Till The Stardust Comes Apart | Buddy & Julie Miller, Buddy Miller, Julie Miller | 2:13 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| Trouble Over Me | Tift Merritt | 5:08 | |