Outlook 365 for Mac - not sending attachments

Anonymous
2022-05-27T14:24:12+00:00

I have an issue whereby Outlook for Mac is losing attachments when sending emails (typically, but not exclusively, PDF files).

If a file(s) is/are dragged and dropped into an email it is shown as attached and appears to send as normal. There are no error messages or bouncebacks, and the first we know that the email has lost the attachment is when we are advised by the recipient. Then when checking the sent folder, the email is there but again without the attachments.

Doesn't do this every-time though... sometimes the email goes with the attachments as it normally should.

I'm using version 16.62 (22052500)

Has anybody else had this issue and is there a fix? Or is it a software glitch?

Outlook | MacOS | Legacy Outlook for Mac | For home

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  1. Anonymous
    2023-07-17T04:30:15+00:00

    We're having the same issue at our small all-Mac business.

    1. Drag and drop attachment.
    2. Attachment shows in the message.
    3. Recipient doesn't receive the attachment or images.
    4. Message in "sent items" doesn't show attachments or images.

    This showed for one team member about 3 weeks ago and has just started happening to me.

    It's a very frustrating silent bug that initially had me thinking I was losing my mind - and it makes it very difficult to do business.

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  2. Anonymous
    2023-07-14T12:50:39+00:00

    Hello,

    A customer of mine is suffering from this bug.

    I have found 2 work arounds, either:

    Revert to legacy outlook and sending from that outlook works with attachments, just like what Microsoft have said.

    -Go to menu bar, click on Help. Select 'Revert back to Legacy Outlook' to switch to legacy Outlook.

    Or use outlook webmail, that also works.

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  3. Anonymous
    2023-07-14T05:38:26+00:00

    Yep, tag i'm it....

    I changed to a new mac and this started happening to me as well. The old mac is fine - so definitely not a subscription problem - or a version of outlook/ or mac os (all the same) .... its some sort of mashup of programs and install order or methods.

    I see it mostly PDF files but Word files also happening as well..... but seems to be when i attach OneDrive files - as opposed to files on my local computer... so maybe a problem with onedrive files being added and linked to the sending email from outlook.

    As others have mentioned - I can't have this inconsistency when trying to work.. Embarrassing and time wasting..

    Help fix the Microsoft.

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  4. Anonymous
    2023-07-13T17:27:58+00:00

    Hello,

    I am having an issue with the Outlook app for Mac.

    I am attaching the documents not by dragging, but by selecting the files, which seem to upload. Out of a sudden once sent, the emails I sent appear blank. Why is that happening? I have reviewed my settings, restart the computer, and repair the software and disk, and the issue persists.

    I have an issue whereby Outlook for Mac is losing attachments when sending emails (typically, but not exclusively, PDF files).

    If a file(s) is/are dragged and dropped into an email it is shown as attached and appears to send as normal. There are no error messages or bouncebacks, and the first we know that the email has lost the attachment is when we are advised by the recipient. Then when checking the sent folder, the email is there but again without the attachments.

    Doesn't do this every-time though... sometimes the email goes with the attachments as it normally should.

    I'm using version 16.62 (22052500)

    Has anybody else had this issue and is there a fix? Or is it a software glitch?

    Was this answer helpful?

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  5. Anonymous
    2023-07-13T17:20:37+00:00

    No kidding send a fix ASAP.

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