| Creosote | Son Volt | 4:12 | |
| After the Storm | The Flatlanders | 3:52 | |
| Stitch of the World | Tift Merritt | 3:54 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Call Him Daylight | Hiss Golden Messenger | 3:28 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Where I Stood | Dori Freeman | 3:02 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Man at the Mill | Jake Xerxes Fussell | 3:10 | |
| Call It What You Will | Joe Pug | 2:56 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| Middle Child | Daniel Romano | 3:48 | |
| Mystifies Me | Son Volt | 4:12 | |
| My Boat | Tift Merritt | 4:13 | |
| Unlock more with Songs Like X Pro |
| Only the Song Survives | John Hiatt | 4:00 | |
| Katie Dear | The Felice Brothers | 3:58 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | |
| Silver Light | Trampled by Turtles | 4:24 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Shining in the Distance | The Stray Birds | 4:25 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Sure to Fall | Valerie June | 2:51 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Me & Jiggs | Josh Ritter | 3:04 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Billy Button | Jake Xerxes Fussell | 4:44 | |
| Guns of Umpqua | Drive-By Truckers | 3:51 | |
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | |
| Sugar Mama | The Deep Dark Woods | 2:39 | |
