| Bruised Orange (Chain of Sorrow) | John Prine | 5:21 | |
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | |
| The City of New Orleans | Arlo Guthrie | 4:34 | |
| Louise | Mipso | 4:24 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Trouble | Ray LaMontagne | 4:01 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| You Don't Care for Me Enough to Cry | John Moreland | 4:14 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| Speed Of The Sound Of Loneliness | John Prine | 3:28 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Shine a Different Way | Patty Griffin | 5:17 | |
| Gallows Pole | Willie Watson | 4:06 | |
| Havana Burning | Dan Reeder | 2:39 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| The Love That We Need | Hayes Carll | 4:08 | |
| Time > Breathe Reprise > | Greensky Bluegrass | 5:38 | |
| Alabama Pines | Jason Isbell and the 400 Unit | 3:51 | |
| We Can't Make It Here | James McMurtry | 7:06 | |
| Memories | Swamp Dogg, John Prine | 4:47 | |
| Unlock more with Songs Like X Pro |
| Only a River | Bob Weir | 5:28 | |
| I Hate It When That Happens to Me | John Prine | 2:49 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| I Got Loaded | The Wood Brothers | 4:03 | |
| Lies I Chose to Believe | John Moreland | 3:41 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Love Me Tenderly | The Felice Brothers | 3:40 | |
| I Can Help | Charley Crockett | 3:38 | |
| Nebraska | Bruce Springsteen | 4:29 | |
| Far from Me | John Prine | 5:09 | |
| The Eye | Brandi Carlile | 3:31 | |
| Canola Fields | James McMurtry | 4:49 | |
| East October | John Moreland | 3:45 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Frankie's Gun! | The Felice Brothers | 4:06 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| When The Stars Go Blue | Ryan Adams | 3:31 | |
| The Wind - Remastered 2021 | Yusuf / Cat Stevens | 1:42 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Ophelia - Remastered 2000 | The Band | 3:32 | |
| Honey I Been Thinking About You | Jackie Greene | 4:45 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | |
| That's How I Got To Memphis | Tom T. Hall | 3:02 | |
| Blue | The Jayhawks | 3:09 | |
| Growing Trade | Levon Helm | 4:22 | |
| 1952 Vincent Black Lightning | Richard Thompson | 4:43 | |
