SSL is on for my Gmail and it has no problems sending with that. I also noticed on a different computer it has an older version of Avast (the blue globe) and SSL for Hotmail being turned on works fine. On the newer version of Avast (the orange globe), it has problems with SSL and only with Hotmail in OE. Gmail with SSL turned on in OE (POP or IMAP) both work fine with the orange version of Avast.