Error message:
* Account ‘bob@example.com’: Connecting to SMTP server: mail.example.com:25…
*** SSL/TLS handshake failed
*** Error occurred while sending the message.
If you get the above error message in your email client logs then the issue maybe you are attempting to send the message to an SMTP server on the wrong port. Please make sure you are using the correct username, password, and ports for the email server you are connecting to.
If after verifying that you are using the correct username, passport, and the correct port and the issue still persist. You should also verify that you have the tried the different SSL/TLS settings inside your email client’s setting to match what your email server supports. If you are paying for email from a third party company then you can always email their technical support department for more support.