| Harm's Way | Waco Brothers | 2:40 | |
| Medication Blues #1 | Reigning Sound | 3:43 | |
| Babe, I've Got to Go | Garrett T. Capps | 4:03 | |
| Pills and Booze | Green On Red | 3:14 | |
| Postcards | The Sadies | 2:41 | |
| Standing In The Yard | Rick White, The Sadies | 2:37 | |
| Sunshine Skyway | GospelbeacH | 3:06 | |
| What of Alicia | Terry Allen | 5:03 | |
| Fuck This Town | Robbie Fulks | 2:24 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Dying Is Easy | The Sadies | 1:32 | |
| Two Lovers (Waitin' to Die) | Green On Red | 3:51 | |
| Crying In The Rain | The Del Fuegos | 2:12 | |
| My Heart Is the Bums on the Street | Marah | 2:18 | |
| Borderland | Dave Alvin, Jimmie Dale Gilmore, The Guilty Ones | 5:04 | |
| I Can Tell | Andre Williams, The Sadies | 4:32 | |
| Empty The Chamber | The Sadies | 4:19 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| (This Ain't A) Sad Song | The Deslondes, Sam Doores | 3:21 | |
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| Pink Mountain Rag | John Doe, The Sadies | 0:53 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| I'm so Depressed | Delaney Davidson | 2:26 | |
| Cry If You Want | Dario Garcia | 3:12 | |
| Desert Dreams | Lonesome Shack | 4:08 | |
| Don't This Look Like The Dark | Magnolia Electric Co., Jason Molina | 5:50 | |
| Keep It Rolling | George Cessna | 2:11 | |
| Call of the Road | Jenny Don't And The Spurs | 2:43 | |
| Pretty Honey Baby | The Growling Owls | 2:22 | |
| Violet and Jeffrey Lee | The Sadies | 3:13 | |
| Take These Chains From My Heart | John Doe, The Sadies | 2:08 | |
| When That Helicopter Comes | The Handsome Family | 2:31 | |
| (I've Seen) The Summer in Her Eyes | The Hanging Stars | 2:36 | |
| Falling Rain | Reigning Sound | 3:11 | |
| She's All Mine | Green On Red | 3:46 | |
| Plugerville | Ramsay Midwood | 2:13 | |
| Ramblin' Man | Isobel Campbell, Mark Lanegan | 3:27 | |
| So Far Behind | Color Green | 3:44 | |
| Rotten Alabama | Ramsay Midwood | 3:51 | |
| Paso Del Norte | Jenny Don't And The Spurs | 3:48 | |
| Pull | Richard Buckner | 2:40 | |
| My Old Record | Delaney Davidson, Marlon Williams | 5:08 | |
| Los Angeles Times | Gord Downie, The Sadies | 3:34 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| One Good Fast Job | Gord Downie, The Sadies | 2:27 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| It Didn't Start To Break My Heart Until This Afternoon | Gord Downie, The Sadies | 4:02 | |
