| Painting By Numbers | James McMurtry | 4:47 | ||
| Factory Belt | Uncle Tupelo | 3:13 | ||
| HoBo | Charlie Parr | 4:05 | ||
| Slo Toms | The Bottle Rockets | 2:36 | ||
| Granddaddy | Patterson Hood | 2:39 | ||
| Sadly Beautiful - 2008 Remaster | The Replacements, Jay Healy | 3:17 | ||
| Springfield, IL | Slobberbone | 4:38 | ||
| Train | Uncle Tupelo | 3:18 | ||
| Winona | Matthew Sweet | 5:01 | ||
| If You Knew | Neko Case | 2:30 | ||
| Never Again | The Sadies | 2:36 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Fade Away | The V-Roys | 3:37 | ||
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | ||
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | ||
| Deep Red Bells | Neko Case | 4:03 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Rosalie | Alejandro Escovedo | 3:49 | ||
| Caledonia | The Gourds | 3:21 | ||
| Lakeside | Blue Mountain | 3:11 | ||
| I Won't Let It | Daniel Romano | 4:08 | ||
| Unlock more with Songs Like X Pro | ||||
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | ||
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | ||
| Designs on You | Old 97's | 3:48 | ||
| Empty Head | Jeff Tweedy | 3:34 | ||
| First Glimmer | Paul Westerberg | 4:57 | ||
| Memories | The Silos, Walter Salas-Humara | 3:13 | ||
| Let's Ride | Blue Mountain | 3:44 | ||
| Gravity | Freakwater | 2:21 | ||
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | ||
| Hurricane Party | James McMurtry | 5:56 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:42 | ||
| Wink | Blue Mountain | 3:17 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| New Moon | Tweedy, Jeff Tweedy | 3:39 | ||
| Walkin' | Phosphorescent | 3:44 | ||
| My Ride's Here | Warren Zevon | 3:41 | ||
| The Ghost Of Virginia - Remastered | Justin Townes Earle | 3:39 | ||
| Jimmy Carter | Blue Mountain | 2:24 | ||
| Expiration Day | Brute, Widespread Panic, Vic Chesnutt | 4:32 | ||
| No Rolling Back | Jay Farrar | 3:13 | ||
| Wall of Death | Richard & Linda Thompson | 3:42 | ||
| Different Days - 2023 Remaster | Jason Isbell | 3:34 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Tennessee Sucks | Ryan Adams | 2:54 | ||
| When You Come Down | Cracker | 4:04 | ||
| Jewelbomb | Richard Buckner | 3:09 | ||
| Pearls On A String | Ryan Adams | 2:23 | ||
| Chin Up, Cheer Up | Ryan Adams | 2:58 | ||
