On 25 Sep 2018, at 7:02 (-0400), Annamarie wrote:

Hi

This isn't really a MM tech question but it's an email question and maybe someone on this list has some insight...

To wit

I emailed 15 people and sent as a BCC so as not to share their emails with each other. Discovered yesterday that two of them hadn't received the mail. The addresses are correct (I've used them, copying and pasting from the actual email I sent), they are in the middle of the list. The mail didn't go into spam - it just didn't get there as far as I can tell.

Why would that happen? Any ideas?

I blame the race to the bottom in the business of providing mailboxes...

More specifically, this is a thing that some mail providers will do because they've chosen to economize on their capacity to do mail filtering and deliverability decisions "live" during the SMTP conversation rather than simply queueing messages that they may eventually decide not to deliver. Usually that's due to flaky spam filtering, but there can be other causes. The biggest offenders in this are Microsoft (with their free services being *MUCH* worse about it than their paid Office365) and Yahoo. Google is much less likely to silently drop legitimate messages at the price of being the most opaque about why messages land in their 'Spam' folders. Beyond the 800-pound gorillas of email there are many smaller mail systems who have made similar choices, to sacrifice robustness for convenience by dropping mail silently rather than risk misdirected 'backscatter' from deferred filtering. The specific reason your mail is being caught by filtering that ends up just dropping messages is site-specific, case-specific, and in some cases (e.g. Microsoft) literally unknowable because the systems doing it are based in complex "machine learning" and don't have fixed criteria.

TL;DR version: Email is not a robustly reliable communication medium and is less so today than it has been in the past, due largely to the triumph of "free" mailboxes.




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Bill Cole
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