Outlook & Office 365

I just migrated to Office365 from a locally-installed and managed Exchange server, which has been trouble-free for as long as I can remember.

I was previously filtering messages to a Junk Email folder by looking for a unique IronPort header, specifically this one: “X-Spam-Status: Yes”.

With the Outlook 365 system, a cloud-based mail gateway and spam scanner is used, so I will need to search for a different unique header.

The first thing I need to do, though, is turn off automatic junk mail filtering.


Wait! What’s this in my Junk Email folder? I told Outlook not to filter out junk mail!

Apparently, the desktop version of Outlook cannot communicate this to Outlook 365, so it was necessary to log onto Outlook365.com to change the setting to stop junk mail filtering.

To waste more of my time, our organization decided to set up an additional mail quarantine system that catches mostly legitimate email, so that’s pretty much useless. And there doesn’t seem to be a way to disable it.

Then, in Outlook, you’d think in the year 2019 you’d be able to change the sound when a new mail message comes in. This has kind of been a basic thing since POP mail clients in the 1990s.

This is the only option in the Outlook settings. There is no way to choose a sound. So, I just live with what Microsoft thinks I should hear when a new message comes in.

Do not assume that changing the Windows 10 “New mail notification” sound affects Outlook. It does not.

I’d say that overall, this has been a pretty sad transition to Outlook and Office 365.