| Outskirts | James McMurtry | 4:07 | ||
| Twist the Knife | Neko Case | 2:34 | ||
| New Partner | Will Oldham | 3:31 | ||
| Ain't Gonna Worry No More | Peter Case | 6:14 | ||
| Downliner | Jesse Malin | 4:10 | ||
| Lucinda Williams | Vic Chesnutt | 2:47 | ||
| Boat's up the River | Jake Xerxes Fussell | 4:04 | ||
| Disappointed Man | Freedy Johnston | 3:15 | ||
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | ||
| Rainsquall | Richard Buckner | 3:49 | ||
| In the Air | The Handsome Family | 3:31 | ||
| My Home Is The Sea | Bonnie Prince Billy, Matt Sweeney | 5:49 | ||
| Crazy Man | Freakwater | 2:39 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Call That Gone? / Postcards from Paradise | Paul Westerberg | 7:16 | ||
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | ||
| Twilight Creeps | Crooked Fingers | 5:41 | ||
| It Hits When It Hits - Extended Version | Craig Finn | 5:26 | ||
| I Must Be High - 2017 Remaster | Wilco | 2:59 | ||
| Pollyanna | Patterson Hood | 4:37 | ||
| The Ghost | Deer Tick | 3:31 | ||
| Unlock more with Songs Like X Pro | ||||
| Rudy Foolish | Bonnie Prince Billy, Matt Sweeney | 4:12 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| The Rain Man | Invisible Eye | 3:42 | ||
| Glenn Tipton | Sun Kil Moon | 4:16 | ||
| Jimmy Carter | Blue Mountain | 2:24 | ||
| The Mighty Midshipman | Centro-matic | 4:37 | ||
| The Place Where We Lived | Hayden | 3:26 | ||
| Shouldn't Be Ashamed - 2017 Remaster | Wilco | 3:27 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| South Tacoma Way | Neko Case | 4:51 | ||
| Smallest Man in the World | Chuck Prophet | 4:03 | ||
| Little Ann | The Felice Brothers | 3:23 | ||
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | ||
| Drummer Down | Hiss Golden Messenger | 2:51 | ||
| Hanging on to You | Jay Farrar | 2:51 | ||
| Argonne Limit Co | Centro-matic | 4:38 | ||
| If You Knew | Neko Case | 2:30 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| High Lonesome | Jesse Malin | 4:05 | ||
| Panic Pure | Vic Chesnutt | 3:05 | ||
| Passenger Side - 2017 Remaster | Wilco | 3:33 | ||
| In A Ditch | Scud Mountain Boys | 2:42 | ||
| Home | Richard Buckner | 3:09 | ||
| Go Easy | Ryan Adams & The Cardinals | 2:55 | ||
| It's A Wonderful Lie | Paul Westerberg | 2:47 | ||
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | ||
| Someday Some Morning Sometime | Billy Bragg, Wilco | 2:51 | ||
| Song Of 27 | Richard Buckner | 4:21 | ||
