| Put the Message In the Box | World Party | 4:16 | |
| Daisychain | Richard Buckner | 3:07 | |
| Age of Miracles | Chuck Prophet | 4:09 | |
| Commodore Peter | The Silos | 3:22 | |
| Don't Make Promises | The Hidden Cameras, Ron Sexsmith | 2:03 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Firefly | Grand Drive | 4:04 | |
| Can't Sink This Town | Freedy Johnston | 3:52 | |
| The Cuckoo | Hem | 2:57 | |
| Slate | Uncle Tupelo | 3:24 | |
| Song for Adam - Remastered | Jackson Browne | 5:23 | |
| Anna Leigh | The Sadies | 3:21 | |
| The Indifference of Heaven - 2008 Remaster | Warren Zevon | 4:05 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Michael and His Dad | Ron Sexsmith | 3:50 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| All In Good Time | Ron Sexsmith | 3:35 | |
| You Don't Make It Easy Babe | Josh Ritter | 2:32 | |
| Milk Train | Dawn McCarthy, Bonnie Prince Billy | 2:46 | |
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | |
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| The Rosarita Beach Cafe | Warren Zevon | 4:09 | |
| One Too Many Mornings | Joe Henry | 3:28 | |
| Betting On Trains | Hem | 2:44 | |
| Evie's Tears | Freedy Johnston | 3:01 | |
| Until The Led | Vic Chesnutt | 3:38 | |
| Something to Hold on To (with Ron Sexsmith) (with Ron Sexsmith) | Engelbert Humperdinck, Ron Sexsmith | 2:44 | |
| Homewrecker | Nick Lowe | 3:08 | |
| The Night Shift Lullaby | Magnolia Electric Co. | 4:33 | |
| Handful of Stars | Peter Bruntnell | 4:29 | |
| Via Chicago | Jeff Tweedy | 5:06 | |
| Frank's Tavern | Calexico | 4:28 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| National Talk Like a Pirate Day | Lambchop | 5:59 | |
| All When We Were Young | The Felice Brothers | 3:25 | |
| Hefner and Disney (with Pete Townshend & Masakazu Yoshizawa) - 2006 Remaster | T Bone Burnett, Masakazu Yoshizawa, Pete Townshend | 3:49 | |
| She Said She Said | Chris Smither | 2:54 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| Your Love Is My Rest | John Hiatt | 4:34 | |
| I Wish It Was Over | Teddy Thompson | 2:35 | |
| Beat The Retreat | Richard & Linda Thompson | 5:52 | |
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | |
| Jet Plane In A Rocking Chair | Richard & Linda Thompson | 2:48 | |
| Best Thing That Never Happened | Paul Westerberg | 4:33 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Trampoline | Joe Henry | 4:33 | |
| In Place Of You | Ron Sexsmith | 3:33 | |
| When I Get To The Border | Richard & Linda Thompson | 3:27 | |
| Everybody Move It | Teddy Thompson | 2:55 | |