| Designs on You | Old 97's | 3:48 | |
| A Dying Cub Fan's Last Request | Steve Goodman | 6:02 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Fool King's Crown | Jay Farrar | 2:19 | |
| Ode To A Pittsburgh | Loudon Wainwright III | 3:14 | |
| America's Favorite Pastime | Todd Snider | 3:11 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| The Mummy | Benji Hughes | 1:38 | |
| Rolling Sea | Vetiver | 5:18 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| She Don't Have to See You | Golden Smog | 4:01 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Sugaree | Phosphorescent, Jenny Lewis, Friends | 4:59 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
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| Love Me Tenderly | The Felice Brothers | 3:40 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| In the City | Milton | 4:39 | |
| Hearts on Fire - 2002 Remaster | Gram Parsons | 3:52 | |
| Helicopter | M. Ward | 3:51 | |
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| It's Gonna Be Easy | Doug Sahm | 3:31 | |
| The Long Cut | Uncle Tupelo | 3:20 | |
| Gold Plated | The Mother Hips | 3:31 | |
| Juanita | The Flying Burrito Brothers | 2:30 | |
| One More Song The Radio Won't Like | Kathleen Edwards | 4:24 | |
| Chelsea Hotel '78 | Alejandro Escovedo | 3:30 | |
| Trains | Ryan Adams & The Cardinals | 4:06 | |
| Avenues | Whiskeytown | 2:31 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Midway Park | Whiskeytown | 3:23 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Frying Pan Eyes | Golden Smog | 4:21 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| Everything I Do | Whiskeytown | 4:31 | |
| Dump The Dog | Loudon Wainwright III | 2:08 | |
| 5-22-02 | Golden Smog | 3:46 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| King Of California | Dave Alvin | 4:50 | |
