| Rudy with a Flashlight | Evan Dando | 2:37 | |
| Glad You're Here With Me | Papa M | 3:23 | |
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | |
| Most People | Will Oldham | 2:46 | |
| One For The Catholic Girls | Simon Joyner | 6:16 | |
| Is This What You Wanted | Leonard Cohen | 4:13 | |
| Canyoneers | Jake Xerxes Fussell | 4:33 | |
| Almost Was Good Enough | Magnolia Electric Co., Jason Molina | 9:13 | |
| Darkness and Cold | Purple Mountains | 3:58 | |
| Lonely Still | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:46 | |
| Party With Marty | Will Oldham | 4:50 | |
| Farewell Transmission | Kevin Morby, Waxahatchee | 6:57 | |
| Dodge | Vic Chesnutt | 4:09 | |
| Once I Was | Tim Buckley | 3:23 | |
| Three Drinks | Craig Finn | 4:10 | |
| Diamonds in the Mine | Leonard Cohen | 3:50 | |
| Awful Bliss | Guided By Voices | 1:12 | |
| A Perfect Day To Chase Tornados | Jim White | 6:07 | |
| Something's Going On | Lambchop | 2:45 | |
| Philadelphia Raga | Peter Matthew Bauer | 4:41 | |
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | |
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| Sad Sad Song | M. Ward | 3:10 | |
| 13 | Mark Kozelek | 1:58 | |
| I Don't Want to Get Over You | The Magnetic Fields | 2:22 | |
| The Wild Kindness | Silver Jews | 3:54 | |
| Big Friday | Will Oldham | 1:59 | |
| John Wayne Gacy, Jr. | Sufjan Stevens | 3:19 | |
| 16, Maybe Less | Calexico, Iron & Wine | 4:49 | |
| Misunderstood - 2017 Remaster | Wilco | 6:29 | |
| Gravity of the Situation | Vic Chesnutt | 4:40 | |
| Willow Tree | Chad VanGaalen | 3:13 | |
| I Tried To Stay Healthy For You | Palace Brothers | 3:30 | |
| Isadora Duncan | Vic Chesnutt | 4:35 | |
| Cruiser | Red House Painters | 8:39 | |
| Reservations - 2022 Remaster | Wilco | 7:21 | |
| It'll All Work Out | Blake Mills | 4:28 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Guilty By Association | Vic Chesnutt | 4:19 | |
| Suffering Jukebox | Silver Jews | 4:21 | |
| As I Went out One Morning | Mira Billotte | 2:53 | |
| Are You Here For The Festival | Michael Hurley | 3:56 | |
| Fisherman's Wife | Califone | 3:46 | |
| It's Easier Now | Jason Molina | 4:01 | |
| We Hovered With Short Wings | Vic Chesnutt | 5:14 | |
| Whip-poor-will | Magnolia Electric Co., Jason Molina | 4:12 | |
| Van Gogh's Ear | Seamus Fogarty | 4:03 | |
| Oh, My Girl | Jesse Sykes & The Sweet Hereafter | 4:38 | |
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |