| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| Take Me with You | Freakwater | 2:16 | ||
| Too Soon to Tell | Todd Snider | 5:15 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Pork and Beans | Jake Xerxes Fussell | 4:02 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| I'm Over You | The Silos | 4:58 | ||
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Bhagavan Decreed | The Flatlanders | 3:00 | ||
| Got Your Six | Mary Gauthier | 2:38 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | ||
| 1000 Cities Falling (Part 1) | The Sadies | 2:16 | ||
| Texas Is My Mother | Alejandro Escovedo | 3:01 | ||
| I Still Miss Someone | John Doe, The Sadies | 2:19 | ||
| Paper Cowboy | Margo Price | 6:15 | ||
| If I Cant Win | The Cactus Blossoms | 3:17 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Picture in My Mind | Freakwater | 3:35 | ||
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| Husbands and Wives | John Doe, The Sadies | 2:42 | ||
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| Rainsquall | Richard Buckner | 3:49 | ||
| Star Girl | Jake Xerxes Fussell | 4:04 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | ||
| No Rolling Back | Jay Farrar | 3:13 | ||
| Mineral Wells | Amanda Shires | 4:11 | ||
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | ||
| King Cotton | The Secret Sisters | 3:12 | ||
| Brady | Backyard Tire Fire | 4:06 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| You Won't Find Me | Amelia Curran | 3:23 | ||
| Pecan Pie | Golden Smog | 2:53 | ||
| Stadium Inn | Jonny Fritz | 2:44 | ||
| Man at the Mill | Jake Xerxes Fussell | 3:10 | ||
| Parting Words | Sarah Shook & the Disarmers | 3:15 | ||
| Workin’s Too Hard | Rayna Gellert | 3:36 | ||
| Hippy Hotel | Blue Mountain | 4:20 | ||
| Cheap Watch | Freakwater | 3:09 | ||
| Cries After Making Love | Jonny Fritz | 3:04 | ||
| Deportee - Plane Wreck at Los Gatos | Dave Alvin, Jimmie Dale Gilmore | 4:52 | ||
| Let's Go Running | Blue Mountain | 4:49 | ||
| Belgium or Peru | Cuff the Duke | 3:20 | ||
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | ||
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | ||
| One Road More | The Flatlanders | 2:38 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
