| Two Pillow Sleeper | Daniel Romano | 3:51 | ||
| Kings And Queens | Loudon Wainwright III | 2:20 | ||
| Goodbye California | Jolie Holland | 3:28 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| Angeline | James McMurtry | 4:04 | ||
| I Drink Beer | Dan Reeder | 2:53 | ||
| Wild and Blue | Freakwater | 3:20 | ||
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | ||
| Codeine Arms | Eilen Jewell | 3:38 | ||
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Nocturnal Stumblebutt | Loudon Wainwright III | 3:46 | ||
| Grindstone | Uncle Tupelo | 3:16 | ||
| Detroit City | John Doe, The Sadies | 2:55 | ||
| Neil Armstrong | Dexateens | 3:10 | ||
| Blue Eyes | The International Submarine Band | 2:51 | ||
| Hard On You | Daniel Romano | 3:27 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| The Sudbury Nickel | John Doe, The Sadies | 1:20 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
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| Blue and Wonder | Richard Buckner | 3:47 | ||
| Epitaph | Blue Mountain | 4:47 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Houston, TX | Deer Tick | 3:44 | ||
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | ||
| Tennessee Song | Margo Price | 4:40 | ||
| The Golden State | John Doe | 3:01 | ||
| Yup | David Rawlings | 4:33 | ||
| Chickamauga | Uncle Tupelo | 3:42 | ||
| You Make Me | Freakwater | 1:37 | ||
| Dallas | The Flatlanders | 3:01 | ||
| What You Gonna Do Leroy | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:45 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| Back Against the Wall | Son Volt | 3:27 | ||
| Hammer Down | Magnolia Electric Co., Jason Molina | 2:41 | ||
| Heavenly Home | The Deslondes, Sam Doores | 4:07 | ||
| Strange Country | Kacy & Clayton | 3:32 | ||
| Little Red Riding Hood | Freakwater | 3:30 | ||
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | ||
| Blackjack David | Dave Alvin | 4:59 | ||
| Blue Wing | Dave Alvin | 3:43 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Trouble Over Me | Tift Merritt | 5:08 | ||
| Please Be With Me | Cowboy | 3:42 | ||
| Mohawk River | Ramsay Midwood | 4:09 | ||
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | ||
| Just Dropped In (To See What Condition My Condition Was In) | Willie Nelson | 3:42 | ||
