| Ruby | Dave Rawlings Machine | 4:54 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Only One And Only - Alternate Version | Gillian Welch | 4:20 | |
| Most In The Summertime | Rhett Miller, Black Prairie | 4:47 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| It's Cold in This House | Justin Townes Earle | 3:11 | |
| The Fall | The Black Lillies | 4:02 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Crazy Over You | Smooth Hound Smith | 3:26 | |
| Caledonia, My Love | Hiss Golden Messenger | 3:00 | |
| When the One You Love Loses Faith | Justin Townes Earle | 4:11 | |
| She Was The World To Me | Daniel Romano | 4:55 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Chapter & Verse (Ione’s Song) | Hiss Golden Messenger | 4:47 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Friends, Lovers, Ex-Lovers: Whatever | Susto | 2:41 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
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| Meadow of a Dream | The Felice Brothers | 4:00 | |
| Hymn #76 | Joe Pug | 3:37 | |
| Bottomless Mimosas | Sam Outlaw | 3:46 | |
| A Ghost to Most | Drive-By Truckers | 4:41 | |
| Love the Way You Walk Away | Blitzen Trapper | 3:40 | |
| Oh Sarah | Sturgill Simpson | 4:15 | |
| Don't Get Too Close | Nathaniel Rateliff | 4:10 | |
| Listen Up Sweetheart | Yarn | 2:38 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Lateness of Dancers | Hiss Golden Messenger | 5:20 | |
| American Hearts | A.A. Bondy | 4:16 | |
| Ain't No Lord | The Moondoggies | 3:22 | |
| Lost (For As Long As I Live) | Daniel Romano | 3:06 | |
| Old Wounds | John Moreland | 4:11 | |
| Long Island Sound | James McMurtry | 6:47 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| How Good You Are | Joe Pug | 4:19 | |
| Wreck You | Lori McKenna | 3:18 | |
| California Zephyr | Jay Farrar, Benjamin Gibbard | 2:23 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Guns of Umpqua | Drive-By Truckers | 3:51 | |
| Go Out On the Road | Hurray For The Riff Raff | 4:18 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Everything I Do | Whiskeytown | 4:31 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| You Need Me | Nathaniel Rateliff | 3:30 | |
| Golden Age | Jamestown Revival | 4:07 | |
