| The Trip | Dave Rawlings Machine | 10:55 | ||
| Rachel's Song | James McMurtry | 4:39 | ||
| Hands of Time | Margo Price | 6:09 | ||
| Blue Mountain | Bob Weir | 3:54 | ||
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | ||
| Route | Son Volt | 3:56 | ||
| Not So Sure | Joe Pug | 4:35 | ||
| Hanging on to You | Jay Farrar | 2:51 | ||
| Lost In The Backyard | James McMurtry | 4:11 | ||
| The El | Rhett Miller | 3:09 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| To Be the One | Ryan Adams | 3:00 | ||
| My Good Gal | Old Crow Medicine Show | 4:18 | ||
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | ||
| Grandaddy's Mouth | Dexateens | 3:30 | ||
| I Gotta Get Drunk | Phosphorescent | 3:38 | ||
| The Storm | Son Volt | 2:38 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Saint Stephen's End | The Felice Brothers | 4:03 | ||
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Unlock more with Songs Like X Pro | ||||
| A Little More Time | John Doe | 3:48 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | ||
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | ||
| Paul's Song | M. Ward | 3:12 | ||
| Radio King | Golden Smog | 3:09 | ||
| Indianapolis | The Bottle Rockets | 3:32 | ||
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Slate | Uncle Tupelo | 3:24 | ||
| Wink | Blue Mountain | 3:17 | ||
| Wine Lips | Lydia Loveless | 3:42 | ||
| Idle Tomorrows | The Sadies | 3:28 | ||
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | ||
| Boy From Lawrence County | The Felice Brothers | 5:21 | ||
| Chris Isaak | Lydia Loveless | 4:33 | ||
| You Ain't Goin' Nowhere | Glen Hansard, Markéta Irglová | 3:05 | ||
| The Old Black Hole | Fruit Bats | 5:27 | ||
| Strange Country | Kacy & Clayton | 3:32 | ||
| Let's Explode | Clem Snide | 4:10 | ||
| Carolina Rain | Ryan Adams | 5:23 | ||
| Tennessee Jed | Levon Helm | 5:58 | ||
| When the Wheels Don't Move | Son Volt | 3:21 | ||
| Desdemona | The Alternate Routes, Patty Griffin | 5:54 | ||
| Born For Me | Paul Westerberg | 4:01 | ||
| Stella Blue | Willie Nelson | 6:22 | ||
| Trampoline | Joe Henry | 4:33 | ||
