Somehow, my amd64 packages keep ending up without ssl support being built at runtime. This is despite libssl-dev packages being installed - there doesn't appear to be a 32 bit version of them.
Interestingly, the 32 bit wine package works with SSL when installed into the amd64 version. Is this because Wine doesn't dynamically link with libssl?
See: http://bugs.winehq.org/show_bug.cgi?id=9292
Thanks, Scott Ritchie