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Re:NSA admits listening to U.S. phone calls without warrants by gojomo on Saturday June 15, 2013 @09:40PM (#5887034)
Thanks, so it seems likely that Gmail->Yahoo email is in plaintext.

That Google will "do TLS" is ambiguous. Are we sure Yahoo attempts TLS on their SMTP-connect to Google's MX? It seems unlikely if they don't support it on their own receives, and also unlikely that Gmail would reject all non-TLS SMTP.

If so, NSA wouldn't need Google or Yahoo's private key to record the plaintext of all email between them. And if the Google<->Yahoo interchange is representative, plenty of other email to or from Gmail will be similarly transparent.

Re:NSA admits listening to U.S. phone calls without warrants by tptacek on Saturday June 15, 2013 @09:43PM (#5887051)
From the 'dhess comment downthread it looks like it's possible that Yahoo does TLS outbound but not inbound. Google, it seems, does both.