I've written patches against openssh which allow it to use gpg for the host key and for user authentication. I'm hoping that this sort of mechanism will eventually reduce the amount of blindly accepting ssh host keys that invariably happens today.
I had set up a secondary mail server for the FSF; here are some details of how it worked. (This scheme seems is no longer be in use there.)
These two photographs of me were taken by samus in June 2005: