| Most In The Summertime | Rhett Miller, Black Prairie | 4:47 | |
| White Winos | Loudon Wainwright III | 2:59 | |
| Low Key | Tweedy, Jeff Tweedy | 3:15 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Ramon Casiano | Drive-By Truckers | 3:57 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Live Free - 2015 Remaster | Son Volt | 3:14 | |
| First Night | The Hold Steady | 4:54 | |
| Dirty Dishes | Deer Tick | 3:17 | |
| Deep Red Bells | Neko Case | 4:03 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| If Only You Were Lonely - Twin Tone Single Version | The Replacements | 2:37 | |
| Every Night Is Friday Night (Without You) | Old 97's | 2:45 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Sally! | The Felice Brothers | 1:30 | |
| I'm Writing a Novel | Father John Misty | 3:35 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| No Love Today | Chris Smither | 4:44 | |
| Let's Explode | Clem Snide | 4:10 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
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| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Come On Up To The House | Tom Waits | 4:36 | |
| Monday - 2017 Remaster | Wilco | 3:32 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Pick Up The Tempo | Phosphorescent | 3:17 | |
| Zombie | Langhorne Slim | 3:01 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| The Ballad of Bitter Honey | Eef Barzelay | 3:34 | |
| Sequestered in Memphis | The Hold Steady | 3:34 | |
| Hold On, Hold On | Neko Case | 2:46 | |
| New England | Jonathan Richman & The Modern Lovers | 2:23 | |
| Summer Teeth | Wilco | 3:20 | |
| To the Dogs or Whoever | Josh Ritter | 3:02 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Lost Coastlines | Okkervil River | 5:31 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |
| Down Where The Drunkards Roll | Richard & Linda Thompson | 4:06 | |
| Baby Boomer | Monsters Of Folk | 2:53 | |
| Remember The Mountain Bed | Billy Bragg, Wilco | 6:26 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Watch The Moon Come Down | Graham Parker & The Rumour | 4:49 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Bugeye Jim | Billy Bragg, Wilco | 3:14 | |
| The Right Place | Monsters Of Folk | 3:48 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| English Girls Approximately | Ryan Adams | 5:40 | |
