A few plugins -- Netflix and MLBGameday -- have to make HTTPS requests to authenticate the user to a third-party service.  The Windows Squeezecenter distribution doesn't include the necessary prerequisites -- Windows builds of IO::Socket::SSL and Net::SSLeay (which includes OpenSSL binaries).

Can these modules be included with the Windows SqueezeCenter distributions, so that plugin authors don't have to repeat this work?

Mac and Unix distributions are less of an issue, since it is relatively straightforward for end users to add the prerequisites on their own.

This is part of the point of the new plugin packaging.  Authors can include the required modules in their own package so that only users who use the plugins, have to have the added files. 

IO::Socket::SSL has been part of LMS/Windows for a long time.