| To a Scrapyard Bus Stop | Charlie Parr | 4:13 | ||
| That Year | Uncle Tupelo | 2:59 | ||
| Me & Jiggs | Josh Ritter | 3:04 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Worrisome Years | Greg Brown | 4:08 | ||
| The Great Despiser | Joe Pug | 4:05 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| Heat Lightning Rumbles in the Distance | Patterson Hood | 4:17 | ||
| South Tacoma Way | Neko Case | 4:51 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| No Depression - 1988 Demo | Uncle Tupelo | 2:17 | ||
| Roll On | Josh Ritter | 4:16 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Still Not Home | Tift Merritt | 3:48 | ||
| Lilli Schull | Uncle Tupelo | 5:15 | ||
| Wildwood | Chatham County Line | 3:06 | ||
| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | ||
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | ||
| Unlock more with Songs Like X Pro | ||||
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Drinkin' Days | Slaid Cleaves | 4:52 | ||
| Lo-Fi | The Bottle Rockets | 3:20 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| Trust Jesus | Slobberbone | 4:14 | ||
| Life Worth Livin' | Uncle Tupelo | 3:32 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Doreen | Old 97's | 3:42 | ||
| Got Your Six | Mary Gauthier | 2:38 | ||
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | ||
| I'm Through | Vic Chesnutt | 6:42 | ||
| Unfortunately, Anna | Justin Townes Earle | 3:40 | ||
| Whatever Happened to Rose | Bob Weir | 4:19 | ||
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | ||
| Black T-Shirt | Slaid Cleaves | 3:14 | ||
| Whip-poor-will | Magnolia Electric Co., Jason Molina | 4:12 | ||
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | ||
| Whiskey Bottle | Uncle Tupelo | 4:46 | ||
| Crossing Muddy Waters | John Hiatt | 4:05 | ||
| Two Girls | The Gourds | 3:35 | ||
| Houston, TX | Deer Tick | 3:44 | ||
| Myrna Lee | Blue Mountain | 3:45 | ||
| Warfare | Uncle Tupelo | 3:38 | ||
| Anchor | Alejandro Escovedo | 3:30 | ||
| Boys, The Night Will Bury You | Richard Buckner | 2:25 | ||
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | ||
| It's A Wonderful Lie | Paul Westerberg | 2:47 | ||
