| The Lucky One | Freedy Johnston | 3:09 | |
| Murder (Or a Heart Attack) | Old 97's | 3:41 | |
| Maria | Justin Townes Earle | 2:35 | |
| Cold Beer Hello | The V-Roys | 3:34 | |
| Jules | Rhett Miller, Black Prairie | 4:06 | |
| Love Untold | Paul Westerberg | 4:17 | |
| You Make Me | Cory Branan, Jason Isbell | 3:10 | |
| Victoria | Old 97's | 3:51 | |
| The Golden State (Featuring Eddie Vedder and Corin Tucker) | John Doe | 2:58 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| I'm Good Now | Bob Schneider | 2:52 | |
| Crazy | Lydia Loveless | 5:52 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| Rated X | Neko Case | 2:49 | |
| We Don't Get Along | Kathy Valentine, Rhett Miller | 2:48 | |
| I Got You (At the End of the Century) - 2017 Remaster | Wilco | 3:57 | |
| Speak Plainly, Diana | Joe Pug | 3:17 | |
| Engine Joe | Slobberbone | 2:26 | |
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| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| Kiss Me On The Fire Escape | Rhett Miller, Black Prairie | 2:58 | |
| Welfare Music | Hard Working Americans | 3:32 | |
| On the Way Out | Freedy Johnston | 2:48 | |
| Barstool Boys | Marah | 3:04 | |
| Hippy Hotel | Blue Mountain | 4:20 | |
| Nicotine | Dead Man Winter | 3:20 | |
| Get Me out of Here | Billy Pilgrim | 2:59 | |
| Jackson Square | Mason Jennings | 4:10 | |
| Monday - 2017 Remaster | Wilco | 3:32 | |
| Thrice All American | Neko Case | 3:13 | |
| Everybody's Trying | Poi Dog Pondering | 5:02 | |
| Home in a Boxcar | hoots & hellmouth | 4:21 | |
| Miss You Now | Elliott BROOD | 5:07 | |
| A Shoulder to Cry On | Glossary | 4:13 | |
| Green Rambler | Seth Davis, Jim White, Rhett Miller | 4:39 | |
| Happy Birthday To Me | Cracker | 3:31 | |
| Pearls On A String | Ryan Adams | 2:23 | |
| At My Window Sad And Lonely | Billy Bragg, Wilco | 3:27 | |
| Old L.A. | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:03 | |
| Stumbling Through The Dark | The Jayhawks | 2:24 | |
| Peaceful Valley | Ryan Adams & The Cardinals | 3:42 | |
| Waiting For The Sun | The Jayhawks | 4:20 | |
| Sweet Illusions | Ryan Adams & The Cardinals | 5:01 | |
| Stupid Boy | Gear Daddies | 3:34 | |
| Strangers | Golden Smog | 3:19 | |
| The Believer | Rhett Miller | 4:39 | |
| Trials & Tribulations | Cracker | 3:01 | |