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Re:Encrypted email is still a pain by kijin on Monday February 13, 2017 @09:38AM (#13635493)
HTTPS is easy because it only provides encryption in transit. It is analogous to opportunistic encryption of SMTP, which is already in widespread use.

Another reason HTTPS is easy is that it uses a centralized trust model, relying on CAs to vet each website.

GPG is neither. It tries to provide encryption at rest, and relies on a web of trust that we cannot reasonably expect everyone to operate securely.

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