I can confirm that outlook.com is truly awful in that regard. The fact that I continously got important emails marked as Spam, even when they were from an UN org and I've exchanged emails with some of the participants before, made me leave it and migrate to Mailbox.org. Now I sometimes my emails don't make it to MSFT inboxes, but it has been less of a problem so far. And after having set the Junk filter to the most permissive settings (something that you can't with Outlook.com), only one "legit" Phishing mail landed there.