| New Partner | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 4:04 | ||
| God in Chicago | Craig Finn | 4:45 | ||
| What Heaven's Left | Calexico, Iron & Wine | 4:52 | ||
| Fatal Wound | Uncle Tupelo | 4:09 | ||
| Carrboro Woman | Eric Bachmann | 5:23 | ||
| Dear Someone | Gillian Welch | 3:14 | ||
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| Jesus, Etc. | Norah Jones | 3:43 | ||
| Sweet Tooth | Dave Rawlings Machine | 5:20 | ||
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | ||
| Nobody Wants to Be You | Dan Reeder | 2:08 | ||
| Didn't Leave Nobody but the Baby | Carey Mulligan, Gillian Welch, Rhiannon Giddens | 2:06 | ||
| Little Ann | The Felice Brothers | 3:23 | ||
| One April Day | Stephin Merritt | 1:54 | ||
| Remembering Mountains | Sharon Van Etten | 3:36 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| I Don't Really Want to Talk to You | Dan Reeder | 2:38 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| Ruination Day Part 2 | Gillian Welch | 2:36 | ||
| Life Worth Livin' | Uncle Tupelo | 3:32 | ||
| Unlock more with Songs Like X Pro | ||||
| Cradle Your Device | Tom Brosseau | 3:05 | ||
| Fourth Time Around | Yo La Tengo | 5:07 | ||
| Horizons Fade | Barna Howard | 4:07 | ||
| The Serpent Is Kind (Compared to Man) | Hiss Golden Messenger | 3:35 | ||
| Unknown Legend | Caitlin Canty | 3:55 | ||
| My Home Is The Sea | Bonnie Prince Billy, Matt Sweeney | 5:49 | ||
| All of My Memories | Kathleen Edwards | 4:56 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Come Pick Me Up | Ryan Adams | 5:18 | ||
| Pocahontas (Live) | Gillian Welch | 4:43 | ||
| Where Is Maria | Greg Brown | 5:21 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| Valley Clouds | Sam Beam, Jesca Hoop, Iron & Wine | 3:20 | ||
| Lucinda Williams | Vic Chesnutt | 2:47 | ||
| Barbary Coast (Later) | Conor Oberst | 4:12 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| I Don't Always Miss You | Dan Reeder | 2:31 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| Pull | Richard Buckner | 2:40 | ||
| Down Low | Teddy Thompson | 5:52 | ||
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | ||
| Faithful Shooter | Richard Buckner | 2:40 | ||
| Asking For Flowers | Kathleen Edwards | 5:02 | ||
| Strawberry Blonde | Ron Sexsmith | 3:41 | ||
| Sure As Shit | Kathleen Edwards | 4:09 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Black Eyed Dog | Nick Drake | 3:27 | ||
