| Martha | Tom Waits | 4:28 | |
| No Sleep Blues - 2010 Remaster | The Incredible String Band | 3:49 | |
| Quicksilver Daydreams of Maria | Townes Van Zandt | 3:41 | |
| Nature Boy | Grace Slick, The Great Society | 3:10 | |
| I'm This, I'm That | Moondog | 3:49 | |
| Only Love Can Break Your Heart | Neil Young | 3:08 | |
| Come Sing Me a Happy Song to Prove We Can All Get Along the Lumpy Bumpy Long and Dusty Road | Bert Jansch | 2:01 | |
| I Talk To The Wind - From: The Young Person's Guide To King Crimson 1976 | King Crimson | 3:15 | |
| I Couldn't Say It To Your Face | Arthur Russell | 2:36 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| Everything Put Together Falls Apart | Paul Simon | 2:01 | |
| Bookends Theme - Reprise | Simon & Garfunkel | 1:20 | |
| The Guests | Leonard Cohen | 6:40 | |
| Song for Insane Times - 2003 Remaster | Kevin Ayers | 4:01 | |
| No Love Lost | Tucker Zimmerman | 3:57 | |
| A Message to Pretty - Stereo Version | Love | 3:13 | |
| Painting Box - 2010 Remaster | The Incredible String Band | 4:00 | |
| Don't Look Back | Jackson C. Frank | 2:57 | |
| Girl on a Swing - 2003 Remaster | Kevin Ayers | 2:49 | |
| Will You Walk with Me | The West Coast Pop Art Experimental Band | 3:01 | |
| From a Silver Phial | Gene Clark | 3:40 | |
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| Go 'Way from My Window | John Jacob Niles | 2:09 | |
| I'm Dreamin' a Dream | Norma Tanega | 2:38 | |
| Out on the Weekend | Neil Young | 4:34 | |
| Broken Heart | Alexander 'Skip' Spence | 3:26 | |
| Joan of Arc | Leonard Cohen | 6:29 | |
| October | Jackson C. Frank | 4:04 | |
| The Red Telephone - 2015 Remaster | Love | 4:44 | |
| Venus | Television | 3:49 | |
| Pretty and High | The Roches | 4:05 | |
| Run of the Mill (2014 Remaster) | George Harrison | 2:51 | |
| The Crying Room | Television Personalities | 1:59 | |
| Old Man - 2015 Remaster | Love | 3:02 | |
| My Love Is a Flower (Just Beginning to Bloom) | Jonathan Richman & The Modern Lovers | 2:20 | |
| What It's Like | Arthur Russell | 5:43 | |
| Sisters of Mercy | Leonard Cohen | 3:32 | |
| Nice Day for a Sulk | Belle and Sebastian | 2:34 | |
| The Good Humor Man He Sees Everything Like This - 2015 Remaster | Love | 3:08 | |
| Goodbye Old Paint | Arthur Russell | 3:39 | |
| Widow's Walk | Van Dyke Parks | 3:12 | |
| Cause | Rodríguez | 5:30 | |
| See Where You Are And Get Out | Tim Hardin | 1:11 | |
| Baby Let's Cruise - Remastered | Dwight Twilley Band | 3:03 | |
| Mother Earth | Emitt Rhodes | 2:30 | |
| Gommorah (A Nursery Rhyme) | Rodríguez | 2:21 | |
| The Paw Paw Negro Blowtorch - 2004 Digital Remaster | Brian Eno | 3:04 | |
| Lullabye | Emitt Rhodes | 1:05 | |
| Cross My Heart | Phil Ochs | 3:18 | |
| A Little Something | Slapp Happy | 4:35 | |