Given that Python is packaged for (all the weird and wacky versions of) Windows, there must be some expertise within the community for how to do this.
That'd be great if we can leverage some of the existing expertise, either in terms of guidance or if this could be incorporated into the existing process for creating Windows builds. I'm happy to help in whatever way I can whether that's in preparing packages / updating or helping with documentation but the learning curve would obviously be much easier if we can tap in on other people's experience.
Also what is the process for deciding what "official" libraries are included in the Windows distribution? Could it be possible to include some of these in that. In particular I've always thought it would be useful to include Pygame in the main distribution. It's been around for quite some time and is quite popular. Perhaps there are political / practical / technical reasons why it is not. I'm suspecting that may be a difficult route which is why I hadn't really suggested it before.