There’s no way that I can see to tell it to ignore ssl/tls connections to trusted IMAP hosts from outlook (2011) so that every time it checks gmail for mail you get the SSL/TLS warning notification.
Having a similar problem. Have turned off SSL and changed ports for IMAP but I still get the warnings. I can send mail but the sent item is not sent to the server - just hangs until I kill it.
So, sadly, for the moment I can’t really use this.