| Winsome Smile | Chris Smither | 3:34 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Bored | Andre Williams, The Sadies | 2:36 | |
| Where Are You Going When You're Gone | Greg Brown | 3:44 | |
| Election Day | Blaze Foley & the Beaver Valley Boys | 2:13 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| California Blues | Alejandro Escovedo | 3:20 | |
| Give It Up or Let Me Go - 2008 Remaster | Bonnie Raitt | 4:29 | |
| Fuck This Town | Robbie Fulks | 2:24 | |
| Hey Truckers | Andre Williams, The Sadies | 1:49 | |
| Wallflower | Doug Sahm | 2:39 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Rex's Blues | James McMurtry | 3:48 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Bang Bang Lulu | Luther Dickinson | 3:43 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Middle Child | Daniel Romano | 3:48 | |
| Black Dog | Blue Mountain | 2:34 | |
| El Romance-0 | John Doe | 3:21 | |
| Don't Turn Around | Doug Sahm | 3:28 | |
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| Just Groove Me | Doug Sahm Tex Mex Trip | 3:27 | |
| Damned If I Do, Damned If I Don't | Sarah Shook & the Disarmers | 3:59 | |
| The Club | Nick Lowe | 2:36 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Autographs in the Rain (Song to Willie) | Kinky Friedman | 3:44 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Wild Wild Wild | Robbie Fulks, Linda Gail Lewis | 2:38 | |
| Poor Little Critter on the Road | The Knitters | 1:45 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| We Can't Make It Here | James McMurtry | 7:06 | |
| Omaha | The Gourds | 3:15 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Busted | Andre Williams, The Sadies | 2:39 | |
| Bad Way to Go | Lydia Loveless | 2:59 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Trail of Tears | Nick Lowe | 3:17 | |
| Deep Dark Hole | Los Lobos | 2:24 | |
| Long Time Gone | Peter Case | 4:29 | |
| One Eyed Jack | Andre Williams, The Sadies | 3:54 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Twin Brother | John Doe | 3:41 | |
| Big River | The Beat Farmers | 2:36 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| The Road To Gila Bend | Los Lobos | 4:41 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Grass'll Grow | Ramsay Midwood | 2:00 | |