Dunno if by PGP you literally mean the PGP/GPG toolkits or something else. I think most of us agree that PGP/GPG suite is too difficult to use. What are the ch

Dunno if by PGP you literally mean the PGP/GPG toolkits or something else. I think most of us agree that PGP/GPG suite is too difficult to use. What are the challenges with using public-key encryption with a changing group of people? Key exchange? Remember we're in a more-centralized, always-connected world now wrt email than we were in 1995 (remember offline email writing?). The problem should be simpler now if anything. People have false notions about their email and web traffic in general. The closest previous analogy is shipping packages and letters. There're laws preventing USPS from snooping. People seem to reasonably assuming that that's the case with electronic letters too. And nobody in the mainstream is disabusing of this notion (encryption is mostly shown as being used by terrorists and swindlers). When they become aware of how naked their communications really are, they'll learn how to cope with encryption (including your mom :)).