This used to be a common problem, and I've not encountered this in a while. It used to be that "Mac" typefaces stored their data in a place where Windows just didn't see it. These days, a TTF is TTF and Mac OS or Windows pretty much see them the same way.
Honestly, I've not seen this since Mac OS 9. Is it perhaps an older typeface?
When I worked at WDIV-Detroit, we had one in for a day to try out. The experience made me want to punch a baby.
I could see if someone committed to learning this.. became technically proficient AND could design, that you could probably make a killing. Then again, there are a lot of terrible things we could do to make more money.