| April the 14th, Pt. 1 | Gillian Welch | 5:08 | |
| Undertaker | M. Ward | 3:33 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| Two-Headed Boy Pt. 2 | Neutral Milk Hotel | 5:13 | |
| Random Rules | Silver Jews | 3:58 | |
| Slim Slow Slider - 1999 Remaster | Van Morrison | 3:17 | |
| Guiding Light | Television | 5:32 | |
| Reno Dakota | The Magnetic Fields | 1:05 | |
| Blue Chicago Moon | Songs: Ohia, Jason Molina | 6:47 | |
| Sad Peter Pan | Vic Chesnutt | 3:30 | |
| Concerning the UFO sighting near Highland, Illinois | Sufjan Stevens | 2:08 | |
| Relations | Jackson C. Frank | 3:47 | |
| Only Someone Running | Bonnie Prince Billy, Matt Sweeney | 3:13 | |
| Desert Island Disk | Radiohead | 3:44 | |
| Muzzle of Bees | Wilco | 4:52 | |
| I Want to Be Alone (Dialogue) | Jackson C. Frank | 3:18 | |
| The Old Black Hen | Songs: Ohia, Jason Molina, Lawrence Peters | 5:48 | |
| Forget About | Sibylle Baier | 2:31 | |
| The Argus | Ween | 4:53 | |
| Pet Politics | Silver Jews | 4:04 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
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| Tumble in the Wind (Version 2) | Jackson C. Frank | 3:07 | |
| The Way Young Lovers Do - 1999 Remaster | Van Morrison | 3:17 | |
| Bless the Telephone | Labi Siffre | 1:40 | |
| All We Have Is Now | The Flaming Lips | 3:53 | |
| The Kiss - Remastered | Judee Sill | 4:36 | |
| Day After Tomorrow | Tom Waits | 5:58 | |
| Living Without You | Harry Nilsson | 2:37 | |
| Revelator | Gillian Welch | 6:21 | |
| Cheers | Blake Mills | 3:32 | |
| Peoria Lunch Box Blues | Songs: Ohia, Jason Molina, Scout Niblett | 5:48 | |
| What Are You? | Bonnie Prince Billy, Matt Sweeney | 2:38 | |
| Cactus Tree | Joni Mitchell | 4:38 | |
| It Could Have Been a Brilliant Career | Belle and Sebastian | 2:23 | |
| Time Of The Last Persecution | Bill Fay | 3:52 | |
| Black Eyed Dog | Nick Drake | 3:27 | |
| With Tomorrow | Gene Clark | 2:25 | |
| Rider On The Wheel | Nick Drake | 2:37 | |
| Gold Day | Sparklehorse | 4:14 | |
| Blue Red And Grey | The Who | 2:47 | |
| Blossom | Nick Drake | 2:41 | |
| Little Sister | Nico | 4:22 | |
| Chelsea Girls | Nico | 7:22 | |
| Mother Nature's Son - Remastered 2009 | The Beatles | 2:48 | |
| Someday Some Morning Sometime | Billy Bragg, Wilco | 2:51 | |
| Forget It | Rodríguez | 1:50 | |
| Back To Stay | John Martyn | 3:26 | |
| Hang Down Your Head - 2023 Remaster | Tom Waits | 2:32 | |
| Mayfair - Cambridge Version | Nick Drake | 2:11 | |