[exim] Re: Sending mail through a smarthost with TLS

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Author: Andreas Metzler
Date:  
To: exim-users
Subject: [exim] Re: Sending mail through a smarthost with TLS
Matthew Ford <m.ford@???> wrote:
> I would like to configure Exim to send all of my non-local outgoing mail
> through an external relay on port 465. The relay host requires TLS and
> SMTP authentication. I do not need to use TLS for incoming mail.


> I am confused as to whether I need to set up a private key and certificate
> to send outgoing mail

[...]

Usually, neither of these. (Unless the external relay requires are
verified certificate, but if that were the case its owner would need
to provide or sign a certificate for you.)

[...]
> SMTP timeout while connected to smtp.myrelay.com [111.222.333.444] after
> initial connection: Connection timed out


> What should I do to get my TLS and authentication working?


Looks like your remote host is not providing TLS (using the
STARTTLS command) but the (non-standard) ssl-on-connect. Exim does not
support SSL-on connect as client, you'd need to plug-in stunnel in
between.

Are you positive that the remotehost does not provide TLS on either the
SMTP (25) or message-submission (587) port?
               cu andreas
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