| Betty Lonely | Vic Chesnutt | 4:26 | ||
| All This Useless Beauty | Elvis Costello & The Attractions | 4:37 | ||
| Frozen Notes | Warren Zevon | 1:42 | ||
| Winona | Matthew Sweet | 5:01 | ||
| Katie Dear | The Felice Brothers | 3:58 | ||
| Homewrecker | Nick Lowe | 3:08 | ||
| Slim Slow Slider - 1999 Remaster | Van Morrison | 3:17 | ||
| I Got Off the Bus | Richmond Fontaine | 3:47 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Irene Wilde | Alejandro Escovedo | 2:51 | ||
| Bless Your Tombstone Heart | The Low Anthem | 4:05 | ||
| Dent County | Jay Farrar | 3:54 | ||
| Everybody's Hurting | Jakob Dylan | 3:40 | ||
| One Last Dance | Badly Drawn Boy | 4:48 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| Sweet Soul Dream | World Party, Sinéad O'Connor | 4:39 | ||
| This End Of The Telescope | Jakob Dylan | 3:59 | ||
| I Believe in You | Lambchop | 3:27 | ||
| Unfortunately, Anna | Justin Townes Earle | 3:40 | ||
| Blue River | Eric Andersen | 4:45 | ||
| Flirted With You All My Life | Vic Chesnutt | 4:41 | ||
| Unlock more with Songs Like X Pro | ||||
| Brother Is Gone | Ry Cooder | 5:03 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Love and Hard Times | Paul Simon | 4:09 | ||
| Wonderful Disguise | Mike Scott | 3:32 | ||
| The Lucky One | Freedy Johnston | 3:09 | ||
| Song for Adam - Remastered | Jackson Browne | 5:23 | ||
| End Times | Eels | 2:56 | ||
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | ||
| Ain't Too Good at Losing | Dylan LeBlanc | 4:10 | ||
| Look What I Made Out Of My Head Ma | Pete Molinari | 4:40 | ||
| Bisbee Blue | Calexico | 2:48 | ||
| Amanda | Mark Kozelek | 2:40 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| Here Comes The Sun Again | M. Ward | 2:23 | ||
| Shelley My Love | Nick Lowe | 3:14 | ||
| Yonder Come The Blues | Jakob Dylan | 4:01 | ||
| Michael and His Dad | Ron Sexsmith | 3:50 | ||
| (Wading Through) The Waters of My Time | Richard Hawley | 3:48 | ||
| The Oil Rigs at Night | The Delines | 4:23 | ||
| I Was Looking For Someone | Interference | 4:26 | ||
| Right About Now | Ron Sexsmith | 2:47 | ||
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | ||
| For A Spanish Guitar | Gene Clark | 4:58 | ||
| Oh Mighty Engine | Neil Halstead | 4:29 | ||
| Song No. 6 | Ane Brun, Ron Sexsmith | 3:58 | ||
| Avenues | Whiskeytown | 2:31 | ||
| So Young | Ron Sexsmith | 2:41 | ||
| My Hometown | Whiskeytown | 2:45 | ||
