I havent managed to get the IMAP and SMTP listeners to work with SSL either.
currently got both 143/993(ssl) enabled on IMAP and both 25/465(ssl) enabled on SMTP Receiving.
If I disable the listeners without SSL, Outlook stops working on my android phone.
I’ve basically put it to rest at this point, as I just use my email for private non-important stuff, and don’t connect to open hotspots when I am out and about.
hope you do find a resolution though 