| A Little More Time | John Doe | 3:48 | ||
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | ||
| When I Was Drinking | Hem | 3:44 | ||
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | ||
| She Don't Have to See You | Golden Smog | 4:01 | ||
| Crackle & Drag (Alt. Version) | Paul Westerberg | 3:48 | ||
| Myrna Lee | Blue Mountain | 3:45 | ||
| Storm Across the Sea | Chuck Prophet | 4:16 | ||
| O! Grace | Magnolia Electric Co., Jason Molina | 3:27 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| Blue Canoe | Blue Mountain | 4:39 | ||
| Hummingbird | Jeff Tweedy | 3:17 | ||
| Whip-poor-will | Magnolia Electric Co., Jason Molina | 4:12 | ||
| Until The Led | Vic Chesnutt | 3:38 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| Boring Enormous | Paul Westerberg | 3:16 | ||
| Desert Bell | Tweedy, Jeff Tweedy | 3:17 | ||
| Still Be Around | Uncle Tupelo | 2:44 | ||
| This Moment | Matthew Sweet | 4:45 | ||
| Please Tell My Brother | Golden Smog | 2:10 | ||
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | ||
| Unlock more with Songs Like X Pro | ||||
| New Paint | Loudon Wainwright III | 3:00 | ||
| I Don't Care If There's Cursing | Phosphorescent | 4:55 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| In the City | Milton | 4:39 | ||
| Bloodline | Conor Oberst | 4:07 | ||
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | ||
| Laminated Cat | Jeff Tweedy | 3:49 | ||
| Keys | Golden Smog | 3:28 | ||
| Saint Stephen's End | The Felice Brothers | 4:03 | ||
| New American Language | Dan Bern | 5:12 | ||
| Wish the Worst | Old 97's | 4:32 | ||
| Bisbee Blue | Calexico | 2:48 | ||
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | ||
| Making Waves | Golden Smog | 4:01 | ||
| A Robin or A Wren | Jeff Tweedy | 2:48 | ||
| Christchurch Woman | Justin Townes Earle | 4:11 | ||
| Most of the Time | Luna | 4:42 | ||
| Trouble In Your Blood | Robyn Hitchcock | 4:42 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Wonderful Life | The Felice Brothers | 4:02 | ||
| Chinese Apple | Loose Fur | 7:34 | ||
| Portland - 2008 Remaster | The Replacements | 4:28 | ||
| San Francisco | Jay Farrar, Benjamin Gibbard | 3:58 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| It's A Wonderful Lie | Paul Westerberg | 2:47 | ||
| Can't Even Tie Your Own Shoes | Golden Smog | 3:09 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| Goner w/ Souvenir | Richard Buckner | 2:41 | ||
