Trying to setup SMTP that all outgoing emails or invoices from our account at Quickfile will go through our SMTP server, but always getting:
Error Message: The operation has timed out.
More Details: Your SMTP server did not reply in a timely fashion. Please ensure the port number is correct and any firewall on the SMTP server is allowing outside access.
Host: smtp.gmail.com
Port: 25
SSL: n
+of course all correct credentials…
Getting message:
Error Message The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.0 Must issue a STARTTLS command first. t65sm33980706pfj.4 - gsmtp
If i switch to port:25 and SSL=y, getting
The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required.
Just about all verified SMTP accounts that are using smtp.gmail.com are targeting port 587 with SSL switched on, but 25 should also work.
Google will also occasionally block any new 3rd party SMTP connections. There’s an area in your Google account you can white-list us, let me find more info on this.