| I Am Trying to Break Your Heart | Jeff Tweedy | 3:40 | ||
| The Left Hand and the Right Hand | Chuck Prophet | 3:45 | ||
| Rocky World | Daniel Lanois | 2:55 | ||
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | ||
| I'll Sing It | Tweedy, Jeff Tweedy | 4:01 | ||
| Señor (Tales of Yankee Power) | Willie Nelson, Calexico | 5:17 | ||
| You'll Never Surf Again | Dan Reeder | 2:42 | ||
| Dandelion Wine | Ron Sexsmith | 3:29 | ||
| California | Jay Farrar | 4:21 | ||
| Rainsquall | Richard Buckner | 3:49 | ||
| All the Same to Me | Golden Smog | 3:05 | ||
| Holy Rollers For Love | Jakob Dylan | 3:55 | ||
| Behind That Locked Door | Yim Yames | 4:17 | ||
| All the Best | My Morning Jacket | 3:16 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | ||
| He Was A Friend Of Mine | Dave Van Ronk | 3:21 | ||
| Polaroid | Richmond Fontaine | 4:19 | ||
| El Amor De Mi Vida | Warren Zevon | 3:33 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | ||
| Unlock more with Songs Like X Pro | ||||
| ...Ten Sentences | Jeff Tweedy | 3:26 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| The Way I Love Her | Bap Kennedy | 3:30 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Wonderful Remark - Philosopher's Stone Version | Van Morrison | 8:01 | ||
| Save It For Me | Jeff Tweedy | 3:02 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| Six O'clock News | Lambchop | 4:23 | ||
| Restless Farewell | Mark Knopfler | 5:51 | ||
| Pontchartrain | Anders Osborne | 4:47 | ||
| Back Against the Wall | Son Volt | 3:27 | ||
| Ballad of a Thin Man | Stephen Malkmus, The Million Dollar Bashers | 6:49 | ||
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | ||
| Silver Blanket - The Angel City Mixes | Nikki Sudden, The Chamberstrings, Jeff Tweedy | 5:34 | ||
| Looking Forward | Crosby, Stills, Nash & Young | 3:07 | ||
| Evergreen | Jeff Tweedy | 2:29 | ||
| Behold Jeff Tweedy in the Darkness | Deerhoof, Jeff Tweedy | 3:30 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| White Gardenias | Justin Townes Earle | 2:38 | ||
| Something Good This Way Comes | Jakob Dylan | 3:37 | ||
| Boy From Lawrence County | The Felice Brothers | 5:21 | ||
| And Then You Cut It In Half | Jeff Tweedy | 4:35 | ||
| Goin' to Acapulco | Jim James, Calexico | 4:58 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Lost My Drivin' Wheel | Tom Rush | 5:20 | ||
| Meadow of a Dream | The Felice Brothers | 4:00 | ||
| Galbraith Street | Ron Sexsmith | 3:05 | ||
| Strange Conversation | Ted Hawkins | 4:21 | ||
