Message blocked because it contains content identified as spam. AS(4810) - PDF issue

Anonymous
2023-11-06T05:01:14+00:00

I am trying to send a PDF attachment and I keep getting the message that it's been identified as spam. I haven't had this issue until tonight, and PDF attachments worked 24 hours ago. This is happening from multiple recipients: Gmail, Yahoo, .me, etc.

Things I've tried:

Test emails without the attachment (they go through)

Test emails with a different PDF attachment that I sent yesterday (they don't go through)

Test emails with different text in the subject and message body, and with the attachment (they don't go through)

Test emails with the file as a .fdx (Final Draft) rather than PDF (they go through)

Test emails as a One Drive link rather than an attachment (they go through)

Renaming the PDF file (it doesn't go through)

So it appears to be a PDF issue. I'm accessing Outlook on my browser using Chrome on a MacBook Pro. For work purposes I need to be able to send PDF documents as attachments, so I'm hoping to get this figured out soon. I work in a television writer's room so 7 million viewers are depending on me!

Thanks so much for any advice!

Outlook | MacOS | Legacy Outlook for Mac | For business

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  1. Anonymous
    2023-11-06T15:42:23+00:00

    I had this same issue, it appears to be an issue with the updated version of Microsoft outlook. I reverted back to the old version and the issue doesn't appear to happen now. Hope this helps!

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  2. Anonymous
    2023-11-06T14:49:08+00:00

    I too have the problem! My work around is to insert a link to the PDF file instead of the PDF file itself and it goes through.

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  3. Anonymous
    2023-11-06T14:41:03+00:00

    I am having the same issue starting today. Very frustrating! Text emails will go through, but if there is an attachment, I get the same message.

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  4. Anonymous
    2023-11-06T12:52:49+00:00

    I am also seeing the same problem.

    The workaround until Microsoft solves this problem is to create a zip file with the PDFs and password protect it, so the spam filter is unable to open it.

    Very annoying

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  5. Anonymous
    2023-11-06T12:50:50+00:00

    +1 here, noticed this morning.

    Still not resolved.

    Pretty serious issue for my business.

    Microsoft?

    Thanks.

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