| She's Got a New Spell | Billy Bragg | 3:25 | |
| Something You Ain't Got | Cracker | 5:17 | |
| Can't Sink This Town | Freedy Johnston | 3:52 | |
| Island | Dumptruck | 4:15 | |
| Every Time It Rains (feat. Freedy Johnston) | The High Line Riders, Ed Pettersen, Freedy Johnston | 4:32 | |
| When It Began - 2008 Remaster | The Replacements, Jay Healy | 3:06 | |
| Working Girls | Pernice Brothers | 3:20 | |
| Rain on the City | Freedy Johnston | 5:23 | |
| Never Aim to Please | Bash & Pop | 4:08 | |
| The Last - 2008 Remaster | The Replacements, Jay Healy | 2:55 | |
| Evenfall | Michael Penn | 3:52 | |
| Designs on You | Old 97's | 3:48 | |
| Barstool Boys | Marah | 3:04 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Sunday Sunny Mill Valley Groove Day | Frank Black | 4:11 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| Tiger Lily | Luna | 4:47 | |
| III. Scenes From a Boxcar: I'm Not Bitter | The Minus 5 | 2:58 | |
| To Live Is To Fly | Cowboy Junkies | 4:53 | |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Unlock more with Songs Like X Pro |
| Whenever You're on My Mind | Marshall Crenshaw | 3:18 | |
| High Time | Grandpaboy | 2:59 | |
| Murder (Or a Heart Attack) | Old 97's | 3:41 | |
| Trick of the Light | Freedy Johnston | 4:12 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Drive Somewhere (Remastered) | The Vulgar Boatmen | 6:01 | |
| 13 Steps Lead Down | Elvis Costello | 3:18 | |
| Letters & Drawings | Damien Jurado | 5:25 | |
| Don't Ask Why | Ron Sexsmith | 3:01 | |
| Sugaree | Graham Parker | 3:43 | |
| Faster Days | Velvet Crush | 4:36 | |
| Slate | Uncle Tupelo | 3:24 | |
| There She Goes Again - Remastered | Marshall Crenshaw | 2:38 | |
| Handful of Stars | Peter Bruntnell | 4:29 | |
| I Don't Want to Talk About It | Skydiggers | 4:53 | |
| It Looks Like You | Evan Dando | 3:15 | |
| Brave New World | Michael Penn | 4:31 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Tell Your Sister | Lloyd Cole | 3:30 | |
| Flesh Number One (Beatle Dennis) | Robyn Hitchcock & The Egyptians | 2:39 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Long Time Ago | Golden Smog | 2:58 | |
| Entella Hotel | Peter Case | 4:58 | |
| Jewelbomb | Richard Buckner | 3:09 | |
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | |
| Fireflies | Rhett Miller, Rachael Yamagata | 4:07 | |
| Help Me, Suzanne | Rhett Miller | 3:44 | |
| Rumor Has It | The Honeydogs | 3:15 | |
