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
    2024-02-08T09:59:44+00:00

    I have the same problem too since yesterday: " 550 5.7.1 Message detected as spam. [1707385146-356569]."

    dis you find any solution?

    thanks

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  2. Anonymous
    2023-11-07T14:10:45+00:00

    Not a bad idea. Every time they bring out something new, they screw up things that work. Very frustrating

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  3. Anonymous
    2023-11-07T11:03:25+00:00

    Too bad I already migrated to Proton.

    It's the 3rd time Microsoft screwed up so badly and I just have enough. Not worth it.

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  4. Anonymous
    2023-11-06T23:23:48+00:00

    I didn't even try new client, I didn't change anything, it just didn't work anymore. It is very exhausting and bad and I can not believe that it lasts so long.

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  5. Anonymous
    2023-11-06T23:00:13+00:00

    I am also using the web version and I can't thank the guys that came out with the workaround(s).

    1. change the email to text using the (...)
    2. combine the pdf files to .zip with a password
    3. save to draft and send with phone outlook - really lame but works
    4. use Gmail - I really like this one as it should piss off the Microsoft folks

    I also use my account for business and was appalled when I updated my computer that came with Win 11Pro (I'm really mad). Why do they screw with things that WORK!!!!

    Thanks again, guys

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