I've been troubleshooting this for a while now and for the life of me I can't figure out what is wrong.
I have entered all the correct credentials and server address, I know they are correct and work because I tested them in the default Windows 10 Mail Client. I can successfully send emails from the account there.
I also know that the port is correct as 465 and is not being blocked on the SQL Server.
Frankly I am at a loss as to what the issue is.
The error I get is "The mail could not be sent to the recipients because of the mail server failure. (Sending Mail using Account 2) Exception Message: Cannot send mails to mail server (Failure sending mail)"