Outgoing emails with attachments undelivered as spam

Sarah Bell 5 Reputation points
2025-10-05T10:59:33.21+00:00

For the last 4 days I have been unable to send any outgoing email from my hotmail address with attachments. Even in reply to an email sent to me.

I send attachements, (PDF, JPEG, Word Docs, mainly) everyday, so this really is an impossible situation for me.

I can send an email with no attachments.

How can I resolve this?

Outlook | Web | Outlook.com | Email
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Answer recommended by moderator
Sarah Bell 5 Reputation points
2025-10-05T12:59:13.3866667+00:00

Thank you. I have now contacted support, and they have told me this is a known bug amongst some users, they do not have a time scale for when it will be fixed.

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  1. Diane Poremsky 8,265 Reputation points Independent Advisor
    2025-10-05T11:43:52.8833333+00:00

    You are getting a bounce message? What exactly does the error message say? That will give us an idea what is going wrong.

    How long has it been going on? There was a bug that bounced some attachments a few weeks ago but it was fixed.

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