| Watching the Orange Clouds | Drive-By Truckers | 5:15 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Blue Car | Greg Brown | 4:11 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Canyonheart | Israel Nash | 3:51 | |
| When the Way Gets Dark | Lucinda Williams | 3:26 | |
| Canola Fields | James McMurtry | 4:49 | |
| Ground Don't Want Me | Josh Ritter | 4:18 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| If I Needed You | Lyle Lovett | 3:46 | |
| The Imperial | The Delines | 5:23 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Step-Back Red | Cordovas | 4:01 | |
| Mornings In Memphis | Justin Townes Earle | 4:31 | |
| From a Silver Phial - Version 4 2019 Remaster | Gene Clark | 3:51 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Bullet Holes in the Sky | Mary Gauthier | 4:46 | |
| When the Night Falls (with Ry Cooder) - 2006 Remaster | T Bone Burnett, Ry Cooder | 3:57 | |
| Unlock more with Songs Like X Pro |
| Sirens in the Night | The Delines | 4:13 | |
| Love Is Not Enough | Lydia Loveless | 3:20 | |
| Arkey Blue | Son Volt | 4:18 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| P-Town | Lilly Hiatt | 2:46 | |
| Tough to Let Go | Drive-By Truckers | 4:49 | |
| Before I Go | John Hiatt | 3:34 | |
| Bone of Contention | Lucinda Williams | 4:04 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| My Favorite Goodbye | David Olney, Anana Kaye | 4:38 | |
| Star of Bethlehem - 2017 Remaster | Neil Young | 2:49 | |
| Old Fashioned Man | Kacy & Clayton, Marlon Williams | 3:15 | |
| Ft. Walton Wake-Up Call | James McMurtry | 5:16 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Stop Draggin' My Heart Around | Molly Tuttle, Nathaniel Rateliff | 3:56 | |
| River's Jaw | H.C. McEntire | 4:34 | |
| Decent Man | James McMurtry | 4:48 | |
| Olden Days | Neil Young, Crazy Horse | 4:04 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| States I'm In | Bruce Cockburn | 5:42 | |
| U and Me | Frazey Ford | 4:39 | |
| If I Can't Have You | Blackie & The Rodeo Kings, Lucinda Williams | 2:59 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| I Drink | Mary Gauthier | 4:30 | |
