Michael,
You may want to consider getting mod_aolserver to work with Apache 2.0/Win32. I would think that there would be less AOLServer to maintain if you were able to delegate web serving to Apache, and it might be a more realistic longterm goal to deliver OpenACS that way.
I don't have any experience with mod_aolserver, but I think Petru (who's doing some work on it?) might be able to confirm or deny that combo as a possibility, and gauge the effort required.
Also, FWIW, I am now uploading the Oasis VM v4.5 with beta code as of two weeks ago. Sorry for the delay.