Sending, receiving, and organizing email in Outlook.com
Update: I followed the suggested troubleshooting and added the Gmail recipient to my Outlook.com contacts. I then sent a new simple test message to the saved contact. The message was still rejected with exactly the same error:
550 5.7.520 Message blocked because it contains content identified as spam. AS(4810)
This confirms that the issue persists regardless of message content and whether the recipient is saved as a contact.
Could this please be escalated for a service-side review of the outbound sending restriction/reputation on my Outlook.com account?
I can provide the complete NDR, Message-ID and correlation ID privately if required.