Can't send email through my own SMTP server with TLS or SSL

Can't send email through my own SMTP server with TLS or SSL

I added a From Address. It works ok when replying to tickets if I do not use my own SMTP.

If I do check "Use my SMTP" then it only lets me save if I select Connection Type: Plain on port 25.

If I try to do SSL or TLS on any port, it gives me this error when I try to save the From Address:

Error while processing the request! Outgoing Authentication Failure


However, I need to use SSL or TLS to send email. How can I get this to work? This is for smtp.gmail.com
I do not have 2 step verification on my account and actually I've tried with 3 different google accounts - none work.