[muyuu]

These are largely problems with email, not PGP - which btw is not just by email, in fact I almost never use it with email.

SMTP is not meant to be secure. You insist in communicating through an insecure channel-protocol and making it secure as an afterthought, and it's always going to be inconvenient or otherwise suck. I say PGP is pretty good at what it does, and it's nice in that it doesn't promise what it doesn't do.