[Please trim your quotes.]

Jeremiah Foster wrote:

Thanks Marc. I have set both the server and the client to listen on port 587. This functions for other clients, but not for this one particular Outlook Express client.

Should I configure my debian exim configuration (/etc/default/exim4) and add those above lines? Unfortunately I still have some confusion regarding configuring exim.

IIRC, Outlook Express will not do STARTTLS on 587, which is what I meant by the buggy TLS implementation. So set the client to do SSL (tls-on-connect) on 465.

If you've already got the server configured for 587, then you've probably got a line like:

daemon_smtp_ports = 25 : 587

in your /etc/exim4/exim4.conf file. Find it, and add 465 to the (colon-separated) list:

daemon_smtp_ports = 25 : 587 : 465

and add immediately below that line:
tls_on_connect_ports = 465

- Marc


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