| Waitress in the Sky | The Replacements | 2:02 | |
| Color of a Lonely Heart Is Blue | Old 97's | 5:51 | |
| San Francisco | Jay Farrar, Benjamin Gibbard | 3:58 | |
| Chevy Beretta | Jonny Corndawg | 3:05 | |
| Hot Soft Light | The Hold Steady | 3:53 | |
| Two Time Loser | The Deep Dark Woods | 4:27 | |
| Guided By Wire | Neko Case | 3:21 | |
| Head | Lydia Loveless | 4:21 | |
| Sausalito | Conor Oberst | 3:10 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| Country Love | The Gourds | 2:43 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Designs on You | Old 97's | 3:48 | |
| Sequestered in Memphis | The Hold Steady | 3:34 | |
| Daydreamer | John Fullbright | 4:32 | |
| All I Know | Lydia Loveless | 4:24 | |
| Portland - 2008 Remaster | The Replacements | 4:28 | |
| The Other Side of the Mountain | Mudcrutch | 3:16 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| My Heart Is the Bums on the Street | Marah | 2:18 | |
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| Someday | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 3:40 | |
| Shake the Chandelier | The Gourds | 4:21 | |
| Hover | Rhett Miller | 2:49 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Barrier Reef | Old 97's | 3:49 | |
| I'm Good Now | Bob Schneider | 2:52 | |
| The Good Life | Justin Townes Earle | 2:47 | |
| All The Rivers In Colorado | Cory Branan, Caitlin Rose | 4:09 | |
| The Great Despiser | Joe Pug | 4:05 | |
| Cryin' Drunk | Old 97's | 3:14 | |
| Precious, Precious, Precious | Joel Plaskett | 1:18 | |
| Cry | Slaid Cleaves | 3:51 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
| Most In The Summertime | Rhett Miller, Black Prairie | 4:47 | |
| First Glimmer | Paul Westerberg | 4:57 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| The Ballad Of Sleepy John | Jackie Greene | 5:07 | |
| Find My Way Back Home | Sons Of Bill | 4:06 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| The Never-Ending Present | Gord Downie | 5:05 | |
| Ain't It Strange | Drivin N Cryin | 3:54 | |
| Chelsea Hotel '78 | Alejandro Escovedo | 3:30 | |
| Jewelbomb | Richard Buckner | 3:09 | |
| Anchor | Alejandro Escovedo | 3:30 | |
| Bye Bye Baby | Hayes Carll | 3:18 | |
| Beautiful Sorta | Ryan Adams & The Cardinals | 3:00 | |
| Another Like You | Hayes Carll | 3:19 | |
