Michael Orlitzky wrote:
 * Why won't Exchange follow the SMTP standards?
 * Why can't Outlook implement STARTTLS correctly?
 * Can Outlook finally support CalDAV and CardDAV?
 * How come all my mail comes through as winmail.dat?

Don't forget message body modifications that break DKIM and cause MS to silently
discard incoming messages.  Laura wrote about this almost 4 years ago:
<https://wordtothewise.com/2016/12/dkim-canonicalization-or-why-microsoft-breaks-your-mail/>
yet we're still seeing it, as recently as last month.

There's also the fetching and embedding of URLs referenced (not included) in the
message body so MS can serve the content from their own servers without 
necessarily
checking whether that content is out of date.

All of this really should be a FAQ somewhere, so when your customer complains
that mail wasn't delivered (to MS/Outlook/Hotmail/...) you can point them to the
many potential reasons why.

Roger Marquis

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