| A Robin or A Wren | Jeff Tweedy | 2:48 | ||
| Gone Like the Water | Freedy Johnston | 2:44 | ||
| She Lives Up the Street | The Silos, Walter Salas-Humara | 3:12 | ||
| John Hardy | Uncle Tupelo | 2:22 | ||
| Bears | Lyle Lovett | 3:05 | ||
| Orphan of the Storm | Mudcrutch | 4:06 | ||
| Driving the View | Son Volt | 2:59 | ||
| I'm Over You | The Silos | 4:58 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Just Like Tom Thumb's Blues | Ramblin' Jack Elliott | 6:54 | ||
| Until You Came Along | Golden Smog | 4:59 | ||
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | ||
| Warfare | Uncle Tupelo | 3:38 | ||
| Guided By Wire | Neko Case | 3:21 | ||
| I'll Slow You Down | Warren Zevon | 3:13 | ||
| That Year | Uncle Tupelo | 2:59 | ||
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| I Understand Now | Patterson Hood | 3:22 | ||
| High Water | Uncle Tupelo | 4:14 | ||
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | ||
| Unlock more with Songs Like X Pro | ||||
| Lament | The Gourds | 4:50 | ||
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | ||
| Barstool Boys | Marah | 3:04 | ||
| Sister Beams | Slobberbone | 4:39 | ||
| Poor, Poor LA | Tim Easton | 3:49 | ||
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Striaght To Hell | Kevn Kinney | 6:44 | ||
| Golden Age Of Radio | Josh Ritter | 3:26 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| Hard Is the Fall | Jay Farrar | 2:29 | ||
| Back into Your World | Son Volt | 3:45 | ||
| Black T-Shirt | Slaid Cleaves | 3:14 | ||
| Slate | Uncle Tupelo | 3:24 | ||
| The Water Wars | Richmond Fontaine | 3:21 | ||
| Put Down The Gun | Peter Case | 3:41 | ||
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Cherry Lane | Ryan Adams & The Cardinals | 4:31 | ||
| Broke Down | Slaid Cleaves | 3:10 | ||
| Growing Trade | Levon Helm | 4:22 | ||
| Pearls On A String | Ryan Adams | 2:23 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Strangers | Golden Smog | 3:19 | ||
| The Hardest Part | Ryan Adams & The Cardinals | 2:51 | ||
| Firecracker | Ryan Adams | 2:51 | ||
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | ||
