Before worrying overmuch about the driver, see what it takes to install Postgres. It is supported under cygwin but it's not as polished as it might be. But win2K is certainly important to Great Bridge, so I think you can expect to see more effort go into packaging win2K Postgres in the future.
Unix/Linux has really been the Postgres focus in the past. It is also the OpenACS focus (and until very recently aD's focus), so things are a bit rough and unpolished in win2kville. Yep.