| Grandpa Was a Carpenter | John Prine | 2:10 | ||
| I Shot Your Dog | Fred Eaglesmith | 3:04 | ||
| Stars in My Life | The Flatlanders | 3:20 | ||
| Rock Salt and Nails | Willie Watson | 3:47 | ||
| Ruby and Carlos | James McMurtry | 6:35 | ||
| Spanish Pipedream | John Prine | 2:41 | ||
| Up on the Hill Where They Do the Boogie | John Hartford | 2:43 | ||
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | ||
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | ||
| Black Diamond Strings | Guy Clark | 3:49 | ||
| Off the Shelf | Western Centuries | 5:47 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | ||
| My Favorite Picture of You | Guy Clark | 3:32 | ||
| Codeine | Jason Isbell and the 400 Unit | 5:44 | ||
| Bad Boy | John Prine | 3:27 | ||
| Old Blue Dog | Charlie Parr | 5:21 | ||
| Dirty Life and Times | Warren Zevon | 3:15 | ||