| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| I Can Tell | Andre Williams, The Sadies | 4:32 | ||
| Trail | Odelette Acheson | 5:15 | ||
| Choosing to Fly | The Sadies | 2:16 | ||
| Rainsquall | Richard Buckner | 3:49 | ||
| Darling Undergdog | John Doe | 2:52 | ||
| Paper Cowboy | Margo Price | 6:15 | ||
| Little Sadie | The Sadies | 1:58 | ||
| The Best Mistake I'd Ever Make Again | Motel Mirrors, Amy LaVere, John Paul Keith | 2:40 | ||
| No More Crying The Blues | The Cactus Blossoms | 2:03 | ||
| Baby's Arms | Kurt Vile, The Sadies | 4:44 | ||
| Solitary Confinement | Sarah Shook & the Disarmers | 2:41 | ||
| Lately | Garrett T. Capps, Augie Meyers | 3:27 | ||
| Strange Bird | Bobby Bare Jr. | 2:09 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Save Me Jesus | Bobby Charles | 5:17 | ||
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | ||
| I Pray When I'm Drunk | Robyn Hitchcock | 2:06 | ||
| Paul and Jon | Daniel Romano | 3:03 | ||
| Pushed Her Down | The Gourds | 3:11 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Unlock more with Songs Like X Pro | ||||
| Jimmy Carter | Blue Mountain | 2:24 | ||
| Get a Little Gonner | Bill Kirchen | 2:44 | ||
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | ||
| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | ||
| Hard On You | Daniel Romano | 3:27 | ||
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| Detroit City | John Doe, The Sadies | 2:55 | ||
| Cryin' but My Tears Are Far Away | The Knitters | 3:37 | ||
| Number Sixteen | The Flatlanders | 2:40 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Ill Fated | Golden Smog | 3:42 | ||
| Right Where I Belong | The Flatlanders | 4:06 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| Won't Be Coming Home | Golden Smog | 3:36 | ||
| White Butte Country | Kacy & Clayton | 3:29 | ||
| A Little More Time | John Doe | 3:48 | ||
| Things I Didn't Say | Bobby Bare Jr. | 2:16 | ||
| ZZQ | Blue Mountain | 3:09 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
| No Love At All | T Bone Burnett | 2:54 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| Crocodile Man | Chris Smither | 3:33 | ||
| Deeper Well | David Olney | 3:07 | ||
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | ||
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Suckin' A Big Bottle Of Gin - 2022 Remaster | Joe Ely | 3:14 | ||
| On The Way Downtown | Peter Case | 3:36 | ||
