| True To Life | Uncle Tupelo | 2:22 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Summer Noon | Tweedy, Jeff Tweedy | 3:32 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Neil Armstrong | Dexateens | 3:10 | ||
| Train | Uncle Tupelo | 3:18 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| Just Us Kids | James McMurtry | 5:08 | ||
| If Only You Were Lonely - Twin Tone Single Version | The Replacements | 2:37 | ||
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | ||
| California Zephyr | Jay Farrar, Benjamin Gibbard | 2:23 | ||
| That Year | Uncle Tupelo | 2:59 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| This Moment | Matthew Sweet | 4:45 | ||
| Lost In The Backyard | James McMurtry | 4:11 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Going Away | The Flatlanders | 5:04 | ||
| Postcards | The Sadies | 2:41 | ||
| No Depression - 1988 Demo | Uncle Tupelo | 2:17 | ||
| Don't Fade On Me | Tom Petty | 3:32 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Unlock more with Songs Like X Pro | ||||
| The Ghost | Deer Tick | 3:31 | ||
| He Came From So Far Away (Red Man Speaks) | Chuck Prophet | 3:31 | ||
| If You Knew | Neko Case | 2:30 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | ||
| Violence in the Snowy Fields | Dolorean | 3:21 | ||
| A Day In The Life | Greensky Bluegrass | 4:11 | ||
| Let's Go Running | Blue Mountain | 4:49 | ||
| The El | Rhett Miller | 3:09 | ||
| Big Black Bird | Blitzen Trapper | 2:47 | ||
| Lillian, Egypt | Josh Ritter | 3:24 | ||
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | ||
| Ionlanthe | James McMurtry | 4:30 | ||
| Boxcar | Shovels & Rope | 4:41 | ||
| Guided By Wire | Neko Case | 3:21 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Looking For A Way Out | Uncle Tupelo | 3:40 | ||
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Gravity of the Situation | Vic Chesnutt | 4:09 | ||
| Genius | Warren Zevon | 5:01 | ||
| Wild Horses | The Flying Burrito Brothers | 6:20 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | ||
| Born For Me | Paul Westerberg | 4:01 | ||
| Chin Up, Cheer Up | Ryan Adams | 2:58 | ||
| Cherry Lane | Ryan Adams & The Cardinals | 4:31 | ||
| Broke Down | Slaid Cleaves | 3:10 | ||
