On Mon, Jun 30, 2008 at 3:50 PM, David Gibbs <david@xxxxxxxxxxxx> wrote:
I don't think that would work in the case of a SMTP session ... as the
session is usually encrypted AFTER the connection is made (using TLS, I
think). It's part of the ESMTP standard (again, I think).

Yes, there are some tools that could handle that, though:

openssl s_client -starttls smtp -connect server:25

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