| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Rose from the Mountain | The Flatlanders | 2:49 | |
| Grave Angels | Joe Henry | 5:31 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Shy Star | Ray Bonneville | 4:04 | |
| East of Eden | Tom Rush | 3:29 | |
| Morning Trian | David Francey | 2:28 | |
| Willin' | Richard Shindell | 3:15 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Unlock more with Songs Like X Pro |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Airplane | David Rawlings | 4:44 | |
| Open Up | Chris Smither | 2:55 | |
| Maybe I'll Go | Guy Davis | 3:00 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Golden | Dead Man Winter | 3:00 | |
| Bones | Willy Tea Taylor | 2:26 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Reckless | Rodney Crowell | 3:30 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Up Above My Head | The Wood Brothers | 2:39 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| I Love Leaving | Jonny Fritz | 3:26 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Roll Um Easy | Little Feat | 2:31 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Growing Trade | Levon Helm | 4:22 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
