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Re: IETF mail server and SSLv3

2016-02-04 22:14:16
On Thu, Feb 04, 2016 at 07:00:44PM -0800, Ned Freed wrote:

Yes, of course with cleartext transmission in the absence of STARTTLS
support.  I had expected that would have been clear from context.

That's in no way sufficient. Not only do you have to be willing to do without
STARTTLS, you also have to be willing to close the connection and try another
in the event that the server offers STARTTLS, the client attempts to use it 
but
the TLS negotiation fails for some reason.

This is true, reasonably well known[1] and largely tangential to
the topic of this thread which is ietf.org disabling SSLv3 support
in SMTP STARTTLS. My point is that this action, be it mostly
symbolic, is at this time harmless as the overwhelming majority of
TLS-capable servers and clients can now do TLSv1 or better.

-- 
        Viktor.

[1] http://www.postfix.org/TLS_README.html#client_tls_may

        With opportunistic TLS, mail delivery continues even if
        the server certificate is untrusted or bears the wrong
        name. When the TLS handshake fails for an opportunistic
        TLS session, rather than give up on mail delivery, the
        Postfix SMTP client retries the transaction with TLS
        disabled. Trying an unencrypted connection makes it possible
        to deliver mail to sites with non-interoperable server TLS
        implementations.

The implementation and documentation of this was joint work with
Wietse back in early 2006.  These days, when STARTTLS fails, Postfix
tries other MX hosts first and if they all fail, defers the mail
initially. Cleartext fallback kicks in on the second delivery
attempt if STARTTLS fails again.