• I am hoping someone has used the Simple SMTP plugin to send emails using the Microsoft 365 business SMTP server from a GoDaddy hosted website and can give me some tips.

    The Microsoft business SMTP server is <myhostname>-com.mail.protection.outlook.com. We have on-premises copier machines that are able to send emails using that SMTP server, port 25, without any login credentials.

    On the GoDaddy webserver, using the Simple SMTP plugin, I have tried with and without my business email account’s username/password (The email account is hosted by Microsoft). I have tried both port 25 and 587. I have tried tls, ssl. and none.

    Nothing appears in the Simple SMTP log in the WordPress Dashboard. Nothing appears in the PHP error_log or debug.log. The page that causes the email to be sent times out after 60 seconds (HTML Status Code 504 from the CDN server).

    Veyr much appreciate any tips you can offer me.. Thanks!!!

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