| Stop Rainin' Lord | Warren Zevon | 2:12 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| To Sing for You | Donovan | 2:42 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Tule's Blues | Warren Zevon | 3:02 | ||
| Reason to Believe | Karen Dalton | 2:24 | ||
| Buzzin' Fly - Take 3 | Tim Buckley | 6:44 | ||
| Cover Me With Roses (1975) | Jackson C. Frank | 2:17 | ||
| Ballerina - 1999 Remaster | Van Morrison | 7:03 | ||
| New Paint | Loudon Wainwright III | 3:00 | ||
| Come Back From San Francisco | The Magnetic Fields | 2:48 | ||
| Tumble in the Wind (Version 2) | Jackson C. Frank | 3:07 | ||
| Forever - Remastered | Roy Harper | 3:30 | ||
| Paul's Song | M. Ward | 3:12 | ||
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | ||
| That Girl From Brownsville Texas | Jim White | 6:22 | ||
| The Walk to the God House | Dan Reeder | 2:34 | ||
| Glenn Tipton | Sun Kil Moon | 4:16 | ||
| Don't Look Back | Jackson C. Frank | 2:57 | ||
| Dilated to Meet You | Loudon Wainwright III | 2:03 | ||
| Unlock more with Songs Like X Pro | ||||
| Clay Pigeons | Blaze Foley | 3:00 | ||
| Goldfish - Remastered | Roy Harper | 2:47 | ||
| Valley of Tears | Michael Hurley | 3:12 | ||
| Cyprus Avenue - 1999 Remaster | Van Morrison | 6:59 | ||
| Green Rocky Road | Karen Dalton | 3:22 | ||
| I Used to Be a King | Graham Nash | 4:41 | ||
| From a Silver Phial | Gene Clark | 3:40 | ||
| Josephine | Magnolia Electric Co., Jason Molina | 3:22 | ||
| Turquoise | Donovan | 3:28 | ||
| I’ll Be Here In the Morning | Jason Molina | 2:29 | ||
| I Miss You | Graham Nash | 3:06 | ||
| Hey Self Defeater | Mark Mulcahy | 4:21 | ||
| Where Were You | Vic Chesnutt | 4:44 | ||
| Beast For Thee | Bonnie Prince Billy, Matt Sweeney | 3:41 | ||
| Roll on Babe | Ronnie Lane & Slim Chance | 3:20 | ||
| Star Girl | Jake Xerxes Fussell | 4:04 | ||
| Dandelion Wine | Ron Sexsmith | 3:29 | ||
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | ||
| Ed's Song | Richard Buckner | 2:21 | ||
| When I Get To The Border | Richard & Linda Thompson | 3:27 | ||
| Pretty Little Cemetery | Ron Sexsmith | 2:32 | ||
| It Hurts Me Too | Karen Dalton | 3:07 | ||
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | ||
| Sylvia Plath | Ryan Adams | 4:10 | ||
| Biloxi | Ted Hawkins | 4:41 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
| That Summer Feeling | Jonathan Richman | 6:06 | ||
| Valley Morning | Loudon Wainwright III | 3:44 | ||
