Thank you guys for your help. I appreciate it very much!

On Fri, Jun 11, 2021 at 11:43 AM Viktor Dukhovni <postfix-us...@dukhovni.org>
wrote:

> 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.
>

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