| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Aunt Avis | Vic Chesnutt | 3:05 | |
| Old Shoes | Tom Waits | 4:25 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Airplane | David Rawlings | 4:44 | |
| Hold On, Hold On (Live) | The Sadies | 2:38 | |
| A Girl In Port | Okkervil River | 6:36 | |
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | |
| Tachycardia | Conor Oberst | 3:25 | |
| Laminated Cat | Jeff Tweedy | 3:49 | |
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | |
| Sin City | Uncle Tupelo | 3:53 | |
| Love is an Unraveling Bird's Nest | Charlie Parr | 4:00 | |
| Ballad of a Lonely Construction Worker | Cuff the Duke | 5:23 | |
| Mom and Dad | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:01 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Violence in the Snowy Fields | Dolorean | 3:21 | |
| All Things Must Pass | Yim Yames | 5:21 | |
| Just to Know What You've Been Dreaming | Will Johnson | 4:27 | |
| The Good Years | The Sadies | 2:41 | |
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| Can't Leave Her Behind | Stephen Malkmus, Lee Ranaldo | 1:55 | |
| Downliner | Jesse Malin | 4:10 | |
| The Trials of Harrison Hayes | Willard Grant Conspiracy | 3:16 | |
| In Your Own Time | Calexico, Iron & Wine | 3:09 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| To a Scrapyard Bus Stop | Charlie Parr | 4:13 | |
| What Was Going Through My Head | Great Lake Swimmers | 3:10 | |
| First Night | The Hold Steady | 4:54 | |
| 1000 Cities Falling (Part 1) | The Sadies | 2:16 | |
| The Orchids | Califone | 2:55 | |
| Drinking With A Friend | Doug Paisley | 4:18 | |
| Red Right Hand | Giant Sand | 4:40 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Hunger Is A Dream You Die In | Daniel Romano | 3:26 | |
| Carrboro Woman | Eric Bachmann | 5:23 | |
| Graveyard Shift | Uncle Tupelo | 4:43 | |
| Designs on You | Old 97's | 3:48 | |
| Let's Ride | Blue Mountain | 3:44 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| John Allyn Smith Sails | Okkervil River | 4:33 | |
| Bed Is For Sleeping | Matt Sweeney, Bonnie Prince Billy | 2:56 | |
| South Tacoma Way | Neko Case | 4:51 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Day After Tomorrow | Tom Waits | 5:58 | |
| Clear the Crowds | Jim Bryson | 2:47 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| Don't Get Down | Hayden | 3:19 | |
| Strangers | Golden Smog | 3:19 | |