Outlook Mac - strange moving of emails

If the rules are correct and Outlook is working properly, the first matching rule should move the message and stop the processing. So the message should never go to InboxSpamSieve and the script should never see it.

My suggestion would be to test this by temporarily removing SpamSieve from the equation. You can do this by quitting the Outlook Filter Mailboxes app. Then see where the messages end up, and you’ll be able to see what the Outlook rules did.

Outlook should know that the messages are not new, and so it won’t re-apply the rules. But this should be irrelevant because the messages in question should never be seen by the SpamSieve rule, due to the earlier rule matching them first.

Right.

Right.

That sounds normal to me.