icloud.com is one of the more problematic mailing services in my opinion. If you don't dot every single I and cross every T, the message gets rejected.
Reminds me of the time when I was using Verizon's email to MMS gateway and trying to diagnose why certain messages wouldn't go through. I had a long list of words that seemed to cause silent discard of messages sent to the mms gateway email address. One of them was "monitoring", but "monitor" was fine. icloud's email service gives me similar vibes. They have it locked down so tight that if you so much as attempt to do something they deem as bad, the message gets rejected. Now, that's certainly their prerogative, it's their mail server they can operate it anyway they see fit. But users of icloud.com email addresses should realize, you're probably not getting all of the mail that is sent to you.
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