| End of the Line | Hurray For The Riff Raff | 3:38 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Station To Station | Jay Farrar | 2:39 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Why Do They Leave? | Ryan Adams | 3:38 | ||
| If Only You Were Lonely - Twin Tone Single Version | The Replacements | 2:37 | ||
| Velvet Guitar | Alejandro Escovedo | 4:23 | ||
| Westport Ferry | Brute | 2:54 | ||
| Evergreen | Jeff Tweedy | 2:29 | ||
| Nothing to No One | Paul Westerberg | 2:11 | ||
| If That's Alright - Demo - Fast Acoustic Version | Uncle Tupelo | 3:03 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Glenn Tipton | Sun Kil Moon | 4:16 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Neil Armstrong | Dexateens | 3:10 | ||
| The Last Spike | Cowboy Junkies | 4:24 | ||
| Knowing That You're Mine | Daniel Romano | 3:36 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| This Moment | Matthew Sweet | 4:45 | ||
| Fool King's Crown | Jay Farrar | 2:19 | ||
| Bamboo | Robert Ellis | 3:32 | ||
| Unlock more with Songs Like X Pro | ||||
| Fifteen Keys | Uncle Tupelo | 3:25 | ||
| You'd A' Thought (Leonard Cohen Must Die) | James McMurtry | 5:15 | ||
| Lost Love | Jeff Tweedy | 2:28 | ||
| Crash on the Barrelhead | Old 97's | 2:38 | ||
| Warfare | Uncle Tupelo | 3:38 | ||
| Barely Losing | Richmond Fontaine | 2:47 | ||
| Ohio River Boat Song | Palace Music | 4:26 | ||
| Magnetic Heaven | Slobberbone | 2:32 | ||
| Don't Be Afraid of Your Anger | Clem Snide | 3:20 | ||
| All When We Were Young | The Felice Brothers | 3:25 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| Salome | Old 97's | 4:07 | ||
| Grindstone | Uncle Tupelo | 3:16 | ||
| Never A Forced Smile | Daniel Romano | 4:04 | ||
| Day and Night | Justin Townes Earle | 4:21 | ||
| Me & Jiggs | Josh Ritter | 3:04 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | ||
| Get Down, River | The Bottle Rockets | 3:15 | ||
| Going Home | Luna | 5:26 | ||
| Only Lie Worth Telling | Paul Westerberg | 4:46 | ||
| The Long Cut | Uncle Tupelo | 3:20 | ||
| Follow You Down | Alejandro Escovedo | 4:04 | ||
| Hazel | Tweedy, Jeff Tweedy | 2:36 | ||
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | ||
| Walt Whitman Bridge | Marah | 3:06 | ||
| Desdemona | The Alternate Routes, Patty Griffin | 5:54 | ||
| Believer | Richard Buckner | 2:10 | ||
