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Do you advocate setting up something like google authenticator (RFC6238 I think?)if you run your own email server or does it make more sense to use client side SSL certificates for that?

Either is fine; I'm personally even happier if you don't run your own mail server at all.

So as far as security for email goes you prefer people to outsource to Google Apps or similar rather than likely screwing up and having an insecure configuration?

Just curious what you consider best practices to be in that case.

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