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Hello, I am having problems with an SSl/TLS connection for sending e-mail. The following is my configuration SMTP mail host: mail.redacted.net:587 Server requires authentication = true User Name: user@redacted.net Password: *********** Use secure connection (SSl/TLS) if available = true If server is down, attempt to send directly = true Default reply email: user@redacted.net However, I am not able to even connect to the server. Then I followed and installed openssl as described here. However, all I get now is an error message to the tune of MAIL FROM unaccepted. My ISP has stated that the username is supposed to be as shown in my above block. It can't be an issue with my ISP, as our outlook configured identically works fine. Current Error Message: Mail host server (MAIL FROM not accepted). Please check your Email Settings. Version 3.28, btw. What's the release cycle for this program, by the way? Rolling? Incremental? Tested once more on version 4.32, it still does not resolve the problem. This was also done on a completely different computer and network for that matter (different external IP) so I doubt it's going to be an SMTP blockage. Any ideas?