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. >