Someone trying to send us emails from their Hotmail or Gmail accounts (in this case, Hotmail) is getting a bounce and the error in the subject line.
friday.mxlogin.com gave this error:
Remote server returned message detected as spam -> 550 “The mail server detected your message as spam and has prevented delivery.”
Spam Assassin is on, with a threshold of 8 and " Move New Spam to a Separate Folder (Spam Box):" is enabled, yet we never see the emails.
In cPanel> Track Delivery - we see no emails rejected from either of the senders email addresses.
I’m fairly good at tracking down email delivery issues and I’ve analyzed the headers, but I can’t seem to figure out why the emails are being rejected, apparently at the server level (rather than being marked as spam and put into the spam folder). The sender is legit - emails sent to an address @me.com go through just fine.
Hoping to get some help/insight to fix this issue or at least come to a reasonable explanation that we can try to work with…