Using Hotmail (Outlook online). When I send emails with a PDF attachment i get a "Your message wasn't delivered because the recipient's email provider rejected it." message.

Philip Tyrrell 40 Reputation points
2023-11-06T15:23:43.14+00:00

Using Hotmail (Outlook online).

When I send emails with a PDF attachment I get a "Your message wasn't delivered because the recipient's email provider rejected it." message back.

I have tried sending different PDFs to different recipients and all bounce back with the above error message.

I have tried to send them from a business email address and they work fine.

Other attachments send fine. This is only happening when I try to send PDF's

This is not limited to one recipient.

This is not effecting other file types.

This is not file size related.

Regards,

Philip

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8 answers

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  1. JK 5 Reputation points
    2023-11-06T16:10:11.21+00:00

    Reddit reported this 5 hours ago, the work around is to change html formatting to text. OR to zip the pdf and send, then it works. I hope Microsoft is looking into this glitch.

    1 person found this answer helpful.
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  2. Philip Tyrrell 40 Reputation points
    2023-11-07T08:38:35.8533333+00:00

    Looks like it's fixed this morning. Fingers crossed.

    1 person found this answer helpful.
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  3. Eren Kozalak 0 Reputation points
    2023-11-06T15:46:37.6133333+00:00

    I am experiencing the same problem, it does not let me send emails with PDF attached.

    I tried with my Gmail account and it worked fine.


  4. Anonymous
    2023-11-06T15:51:16.8033333+00:00

    The product group for Outlook.com (hotmail) actively monitors questions in dedicated forums here.
    https://answers.microsoft.com/en-us/outlook_com/forum/oemail

    --please don't forget to close up the thread here by marking answer if the reply is helpful--

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  5. LOpperman 0 Reputation points
    2023-11-06T16:41:15.62+00:00

    I found a work around on reddit. It worked from me but this needs to be addressed ASAP.

    https://www.reddit.com/r/Outlook/comments/17p0lj1/postmaster_not_delivering_emails_with_a_pdf/?rdt=34593

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