| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| All in One | Jay Farrar, Benjamin Gibbard | 2:07 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| The Old Country Waltz - Live in Chicago, IL - January 2021 | Jeff Tweedy | 3:20 | |
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | |
| Sleeping on Roads | Neil Halstead | 4:17 | |
| The Losing End Again | Neal Casal | 3:12 | |
| Empty Head | Jeff Tweedy | 3:34 | |
| The Blue | Jason Isbell and the 400 Unit | 5:44 | |
| Just the Other Side of Nowhere (Kris Kristofferson cover) | M. Ward | 4:09 | |
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | |
| Lou-Jean | Damien Jurado | 3:49 | |
| Can't Leave Her Behind | Stephen Malkmus, Lee Ranaldo | 1:55 | |
| A Chance Counsel | Richard Buckner | 4:50 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| She Said She Said | Chris Smither | 2:54 | |
| People Call Who They Wanna Talk To | David Ramirez | 3:30 | |
| Way Back Then (John Prine) | Kurt Vile | 3:34 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Unlock more with Songs Like X Pro |
| Slate | Uncle Tupelo | 3:24 | |
| Theme in Yellow | David Nagler, Jeff Tweedy | 2:31 | |
| The Push and Pull | Joan Shelley | 2:33 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| The Little Acorn | Fruit Bats | 6:26 | |
| A Little More Time | John Doe | 3:48 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| Throwing Your Voice | Damien Jurado | 3:01 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Like Lightning Flashes | Clem Snide | 4:18 | |
| Rescue Blues | Craig Finn | 4:15 | |
| Desert Bell | Tweedy, Jeff Tweedy | 3:17 | |
| Drum | Hiss Golden Messenger | 3:07 | |
| 1973 | Damien Jurado | 2:52 | |
| The Roundabout | Ryley Walker | 4:41 | |
| The Red Brick | Jeff Tweedy | 2:36 | |
| Nothing's Gonna Change the Way You Feel About Me Now | Justin Townes Earle | 3:04 | |
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | |
| Copperstown | The Felice Brothers | 6:13 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Evening Country | Tyler Ramsey | 3:42 | |
| Woody | Hayden | 1:53 | |
| The Weight - Live | Mavis Staples, Joan Osborne, Keb' Mo', Buddy Miller, Patty Griffin, Emmylou Harris, Michael McDonald, Glen Hansard, Aaron Neville, Ryan Bingham, Widespread Panic, Grace Potter, Taj Mahal, Gregg Allman, Win Butler, Regine Chassagne, Jeff Tweedy, Otis Clay | 5:54 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |
| Hollywood Ending | Hayden | 2:54 | |
| Pull | Richard Buckner | 2:40 | |
