You need a Windows advocate and packager for OpenACS/dotLRN. I don't know if Jamie's willing to play that role. He's doing the nitty-gritty work of writing an AOLserver installer for Windows, what I'm thinking of includes documenting the easiest way to install PG and clean docs on a Windows install of AOLserver.
We also need a download available of AOLserver for Windows. This all needs to be nicely bundled, presumably into a zip archive.
I don't think this is terribly difficult once Jamie's AOLserver installer is ready. We just need a champion to make it happen.