| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Rose from the Mountain | The Flatlanders | 2:49 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Time Stands Still | Chris Smither | 3:45 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Lullaby | Willy Tea Taylor | 3:27 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Maria | Justin Townes Earle | 2:35 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| Sidelong | Sarah Shook & the Disarmers | 4:10 | |
| Irene | Ian Noe | 3:53 | |
| Go Out On the Road | Hurray For The Riff Raff | 4:18 | |
| Short Hair Woman | Justin Townes Earle | 2:49 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
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| Hymn #101 | Joe Pug | 4:40 | |
| Wasted and Rollin' | Amanda Shires | 3:52 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Wild One | Nikki Lane | 3:30 | |
| Hold On I | Chris Smither | 4:03 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Tumbling Dice | John Craigie, Jay Cobb Anderson, Shook Twins | 5:14 | |
| Devilsong | Shinyribs | 4:33 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Morphine Girl | Watchhouse | 4:20 | |
| Childish Things | James McMurtry | 4:35 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | |
| Grass'll Grow | Ramsay Midwood | 2:00 | |
| Bye Bye Baby | Hayes Carll | 3:18 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Got Me A Woman | Levon Helm | 3:12 | |
