| Sweet Misery | Tré Burt | 3:09 | |
| How Bad I Wanna Live | Maya De Vitry | 2:53 | |
| Thirty | The Weather Station | 3:40 | |
| Darling Dear | Dead Horses | 3:45 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Ships in the Night | Courtney Marie Andrews | 4:02 | |
| Chris Isaak | Lydia Loveless | 4:33 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Lucinda's Room | Aaron Lee Tasjan | 4:38 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | |
| The Lonely Persistence of Time | Mary Bragg | 4:20 | |
| Hard On You | Daniel Romano | 3:27 | |
| Lonely Time | Chris Smither | 3:22 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Two Cold Nights in Buffalo | Courtney Marie Andrews | 3:28 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| Unlock more with Songs Like X Pro |
| Get Up | Caitlin Canty | 3:44 | |
| Getting It Right | Caitlin Rose, Courtney Marie Andrews | 2:50 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| If It Rains | Basia Bulat | 2:33 | |
| Dogs in the Daylight | Jeffrey Martin | 5:17 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Rough Around the Edges | Courtney Marie Andrews | 4:11 | |
| How It Goes (feat. Jon Berry & Courtney Marie Andrews) | Asher Deaver, Courtney Marie Andrews, Jon Berry | 3:33 | |
| Illinois | Anna Tivel | 3:33 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| Strange Fascination | Chatham County Line, Sharon Van Etten | 4:18 | |
| Old Fires | Daniel Romano | 3:38 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Honest Life | Courtney Marie Andrews | 4:14 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| Only Children | Jason Isbell and the 400 Unit | 3:57 | |
| Lonely Game (feat. Andrew Combs & Jessie Baylin) | Steelism, Andrew Combs, Jessie Baylin | 3:49 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Fennario | Gill Landry | 3:25 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Mercy (feat. Courtney Marie Andrews & Jon Berry) | Asher Deaver, Courtney Marie Andrews, Jon Berry | 3:01 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Heart of Somebody | Caroline Spence | 3:32 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
