On Fri, Jun 11, 2021 at 11:35:50AM -0500, Linda Pagillo wrote:
>> Test one thing at a time. First get it working for interactive connections
>> via:
>>
>> $ (sleep 2; printf "QUIT\r\n") | openssl s_client -noservername -brief
>> -connect 127.0.0.1:465
>
> I did this just now and all looks correct. I see the handshake.No errors.
So the Postfix end is up and running.
>>Once that works, proceed to testing Outlook, and looking at the
>>Postfix logs for relevant diagnostic messages.
>
> I tested Outlook and received an error in outlook which I have already
> posted to this thread.
That picture contains no useful information.
> As for Postfix, there is nothing at all showing in the log for my
> test.
In that case, the problem is on the client end, and it is either
misconfigured or blocked by the firewall. Neither is a Postfix issues.
Now you have to configure the client and firewall to actually complete a
connection to the Postfix server on port 465 and perform an implicit TLS
handshake prior to starting the SMTP protocol. Good luck.
--
Viktor.
