You can do all that stuff, but it's the fact that you have to understand these concepts to use PGP that makes it difficult, not the way they're documented.
If you don't understand key management and public/private keys, signing, etc., you either have to depend on someone that does, or cargo-cult your way through using it. And it's not difficult given a little "want to". Alton Brown could teach the concepts in a single show.
I understand this stuff, and I believe I can teach it to my friends. But I don't believe I can convince my friends to put up with the software that is currently available. That is the entire reason I can't find anyone to use PGP with.
