| Middle Child | Daniel Romano | 3:48 | ||
| Shawnee Moon | Chris Darrow | 3:32 | ||
| Stagger Mountain Tragedy | Kris Kristofferson | 2:53 | ||
| Feel Good Again | Charlie Feathers | 5:41 | ||
| Carmelita | Warren Zevon | 3:58 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Valley of Tears | Michael Hurley | 3:12 | ||
| The Collector (and the Art Mob) | Terry Allen | 2:02 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Luxury Liner | The International Submarine Band | 2:48 | ||
| Blue Railroad Train | Geoff & Maria Muldaur | 3:01 | ||
| Grindstone | Uncle Tupelo | 3:16 | ||
| All I Ever Wanted | New Riders of the Purple Sage | 4:38 | ||
| The Radio … and Real Life | Terry Allen | 4:45 | ||
| Tennessee Blues | Bobby Charles | 5:29 | ||
| Lonesome Picker | Jim Sullivan | 3:07 | ||
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | ||
| Arlene | The Handsome Family | 3:37 | ||
| Take Good Care of Yourself | Chris Darrow | 3:13 | ||
| A Dog Named Freedom | Kinky Friedman | 2:37 | ||
| La Despedida (The Parting) | Terry Allen | 5:03 | ||
| Unlock more with Songs Like X Pro | ||||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| Kings And Queens | Loudon Wainwright III | 2:20 | ||
| Grow Too Old | Bobby Charles | 4:02 | ||
| Quite a Feelin' | Barna Howard | 4:09 | ||
| Not Down This Low | Jeff Cowell | 2:24 | ||
| Mountain Roads | Allan Wachs | 4:19 | ||
| Dialogue: The Characters (A Simple Story) | Terry Allen | 2:08 | ||
| Small Town Talk - Single Version | Bobby Charles | 3:26 | ||
| To See Her Smile | Arrogance | 3:44 | ||
| Mystifies Me | Son Volt | 4:12 | ||
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | ||
| Winner's Casino | Richmond Fontaine | 4:06 | ||
| America | Kenny Knight | 3:03 | ||
| True One | Gene Clark | 3:58 | ||
| Wallflower | Doug Sahm | 2:39 | ||
| Take Me Home Jesus | Link Wray | 3:19 | ||
| In A Misty Morning | Gene Clark | 4:56 | ||
| Rocky Top | Dillard & Clark | 2:46 | ||
| Kansas City Southern | Gene Clark | 3:38 | ||
| Alligator's Lament | Ramsay Midwood | 2:55 | ||
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | ||
| Kenny's Song | Steve Young | 4:09 | ||
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | ||
| Big Things | Ted Hawkins | 2:42 | ||
| Coyote | Steve Young | 4:16 | ||
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | ||
| Slurf Song | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:19 | ||
| Corner Street Bar | Dillard & Clark | 3:33 | ||
