Hey tptacek, I know you must busy, it's late in the night etc. But it doesn't seem like you really responded to my points: you just seem to be repeating your or

Hey tptacek, I know you must busy, it's late in the night etc. But it doesn't seem like you really responded to my points: you just seem to be repeating your original assertion that (paraphrasing) "it's too difficult". What aspect of the UX I described do you think is confusing? In the step 0 that I proposed (encryption only within gmail), there is virtually NO UX. Wrt "nobody is asking for it". Then why is ubuntu/windows adding the feature to encrypt dirs? Btw, at a company I worked, they were rolling out SSL certificates to sign email. So I don't agree that "nobody is asking for it". Wrt your point about the comparison being "unfair": I don't think anybody disputes that the "usual" way of doing public-key encryption (rigs of trust etc) is too complex. At the same time, I remember the past when encrypting data dirs was an immense chore. If that UX could be improved, why not the email encryption UX?