Sending, receiving, and organizing email in Outlook.com
Hi @Roberto ,
If you have not already been accessing outlook.com via a web browser, my first suggestion would be to try to add the sender to your safe senders list there.
If not, I might ask another question if you have your Outlook mail account tied to a mobile device?
I have seen in previous cases that the phone's mail app might have the email address marked as junk or blocked so Outlook will comply with the settings of the phone after the email arrives in the mailbox. Some mail apps will perform a "sweep" of rules that you have set to keep your mailbox clean based of your phone mail app settings.
Keep up posted on your findings and any other questions you may have!