| Lean Out Yr Window | John Doe | 2:31 | |
| Someone Like You | The Knitters | 2:43 | |
| Some Horses Run Free | Jim Lauderdale | 2:22 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Hey Truckers | Andre Williams, The Sadies | 1:49 | |
| Greater Cincinatti | Kinky Friedman | 3:29 | |
| Nightriding | Marty Stuart And His Fabulous Superlatives, Marty Stuart | 4:53 | |
| Tears Only Run One Way | Robbie Fulks | 2:49 | |
| Soulful Wind | Nick Lowe | 3:00 | |
| If I Had Known | Greg Brown | 3:25 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Just One More Time (Bonus Track) | The Derailers | 2:33 | |
| The Cowboy and the Hot Air Balloon | John Doe | 3:10 | |
| Little Sadie | The Sadies | 1:58 | |
| Brand New Heartache - 2006 Remaster | Gram Parsons | 2:26 | |
| America (You Say) | Andre Williams, The Sadies | 2:40 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Harm's Way | Waco Brothers | 2:40 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Beaumont Dent & Alignment | David Ball | 3:24 | |
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| Storekeeper | James McMurtry | 3:45 | |
| Big Mouth Blues - Remastered Version | Gram Parsons | 3:58 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| Love Shack | The Knitters | 3:56 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| It's Nothing To Me | The Sadies | 3:00 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Mary | The V-Roys | 1:59 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Gun Sale At The Church | The Beat Farmers | 2:59 | |
| Ride | Wayne Hancock | 3:01 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Hounds of the Bakersfield | Bill Kirchen, Austin De Lone | 3:10 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Little Darlin' | Buddy & Julie Miller | 3:31 | |
| Sold American | Kinky Friedman | 3:17 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Hillbilly Truck Driving Man | Bill Kirchen | 3:24 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Waynesboro | Ramsay Midwood | 4:24 | |
| No Love At All | T Bone Burnett | 2:54 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Hey That's All Right | Ray Wylie Hubbard | 4:44 | |
| Flyin' Down The Freeway | Kinky Friedman | 2:12 | |