| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Get to Leave | Howe Gelb | 2:55 | |
| Supernatural | Vic Chesnutt | 3:36 | |
| Tell Her What I Said | The Sadies | 4:53 | |
| Almost Let You In | Jason Molina, Will Johnson | 3:25 | |
| Track of the Time | Nadia Reid | 4:37 | |
| Ricochet | Pieta Brown | 2:49 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Passenger Song | Great Lake Swimmers | 4:28 | |
| Grow A New Heart | Jesse Sykes & The Sweet Hereafter | 5:34 | |
| The Farm | Howe Gelb | 4:00 | |
| Codeine Arms | Eilen Jewell | 3:38 | |
| Dope Island | T Bone Burnett | 4:14 | |
| 34 Blues | Jason Molina, Will Johnson | 2:52 | |
| Little Sad Eyes | Magnolia Electric Co., Jason Molina | 4:13 | |
| Drinking With Strangers | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:21 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| You Just Have to Be Crazy | Grant Lee Buffalo | 3:36 | |
| Anna Leigh | The Sadies | 3:21 | |
| If the Storms Never Came | Joan Shelley | 2:58 | |
| In The Rain | Rose City Band | 7:46 | |
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| Water Water | Emily Fairlight | 3:39 | |
| Jericho Road | Damien Jurado | 3:40 | |
| State Trooper | King Hannah | 5:51 | |
| House By The Lake | Jesse Sykes & The Sweet Hereafter | 5:31 | |
| El Capitan | Will Johnson | 3:14 | |
| No Regrets | Karl Blau | 3:51 | |
| Sweet Valentine | Ron Leary | 3:54 | |
| Across The River | Alejandro Escovedo | 5:20 | |
| Because I Love You | Doug Paisley | 2:15 | |
| Judge | Daphne Daniell | 3:49 | |
| These Proud Streets | The Walkabouts | 4:12 | |
| Sufferer (Love My Conqueror) | Hiss Golden Messenger | 4:49 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Out of the Blue | Giant Sand | 3:23 | |
| Lonesome Machine Gun | Hifiklub, Robert Aaron, Steven Bernstein, Jesse Sykes & The Sweet Hereafter | 3:07 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| The Good Hand | Wovenhand | 4:10 | |
| Furniture Man | Jake Xerxes Fussell | 4:39 | |
| Stalemate | Anna Ash | 2:43 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| I See a Darkness | Will Oldham | 3:58 | |
| Call Him Daylight | Hiss Golden Messenger | 3:28 | |
| Ariel Ramirez | Richard Buckner | 2:17 | |
| No Word | Oliver Becky | 2:59 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Down Low | Teddy Thompson | 5:52 | |
| The Ballad Of Minnie Dean | Delaney Davidson, Marlon Williams | 2:48 | |
| The Cranes | Patty Larkin | 2:50 | |