It's a little out of date, but here's a very good overview of the encrypted email situation, even with NSA leaks and OpenSSL vulnerabilities.
It's roughly the same as it was ten years ago: GPG / PGP is annoying and nobody wants to use it (I've even traded emails with GPG devs that don't actively encrypt their mail). Similarly, S/MIME has been around forever but nobody uses it. Even though both Enigmail for Thunderbird and gpg4usb radically simplify the process, there's been little impact.
It's roughly the same as it was ten years ago: GPG / PGP is annoying and nobody wants to use it (I've even traded emails with GPG devs that don't actively encrypt their mail). Similarly, S/MIME has been around forever but nobody uses it. Even though both Enigmail for Thunderbird and gpg4usb radically simplify the process, there's been little impact.
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