Sending, receiving, and organizing email in Outlook.com
The error 550 5.7.520 – Message blocked because it contains content identified as spam. AS(4810) indicates the message is being flagged as spam by the receiving mail filter, not necessarily that the Outlook.com account is blocked from sending all mail.
Since this started after sending job applications with a CV attached, the most likely trigger is message content, attachments, links, or HTML formatting.
Try this in order:
- Send a plain-text test message with:
- no attachment
- no links
- no signature
- a short, simple subject and body
- If the plain message works, add content back one item at a time:
- first the normal text
- then the signature
- then any links
- then the CV attachment
- If the CV is a PDF, try an alternative:
- share it by OneDrive link instead of attaching it
- compress it into a
.zipfile - send the message as plain text instead of rich text/HTML
- In Outlook.com, remove the signature temporarily and resend. Signatures can sometimes affect sending.
- Verify the account if recently created. New Outlook.com accounts can have a temporary low sending quota until credibility is established.
- If a non-delivery receipt continues even after sending a simple message, use Sender Support in Outlook.com.
- If the problem happens only with certain recipients, their mail system may be treating the message as spam. In that case, a very simple email with no attachment helps confirm whether the block is content-based.
If the issue is urgent, the safest workaround is to send the CV by OneDrive link or send a minimal plain-text message first and then add content gradually.