Company: Optimum Resource
Archived
Data images:
Archive.org: optimum-resource-stickybear-math-word-problems-us-cities-a2-ph
No disk, but there is one here:
or here:
https://archive.org/details/Stickybear_Math_Word_Problems_Vol._5_U.S._Cities
Side of the box says “Stickybear Math Word Problems Volume 5.”
The manual says 0795 at the end, which is probably the publication date. So, 1995. (Based on the fact that the Sports Reading Comprehension manual has a similar date code and an explicit matching 1994 copyright date.)