Unable to Attach Files Outlook for Mac

Anonymous
2024-07-03T18:02:47+00:00

I've had this problem off and on for months and is usually resolved by restarting my mac.
I have several email accounts on Outlook and on all of them I no longer have the ability to add attachments - no matter what kind/size

Sonoma 14.5
Outlook 16.87

I've tried everything and it always recurs

Mike

Outlook | MacOS | Legacy Outlook for Mac | For business

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  1. Anonymous
    2025-07-07T14:39:19+00:00

    I still have this issue with Outlook 16.98.1. Super annoying!

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  2. Anonymous
    2025-05-22T16:15:19+00:00

    Yes, I can confirm that this problem still exists - and I can confirm that it's still just as frustrating as ever.

    Sequoia 15.5 and Outlook 16.96

    Also: This is a brand new MacBook, a brand new install of Outlook, and I don't have any complicated ad-ins or anything else involved.

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  3. Anonymous
    2025-04-17T14:33:05+00:00

    This problem still persists despite this change being made. Anyone else find a solution?

    I am on Sequoia 15.4.1 and Outlook 16.96

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  4. Anonymous
    2025-04-01T08:23:45+00:00

    This is the fix!

    Hello there, I had the same problem this morning with one of our colleagues.
    Now I'm not sure if any of you are trying to add files through the same way that we were doing, but I managed to solve it in this instance.

    What I did was grant Outlook full access to the files on the disk. You apparently need to do that under system preferences > security and privacy > full disk access.
    I added Outlook to this list, restarted Outlook and then reconnected to our server using the Command-K shortcut.

    After that, I was able to add attachments to any new mails I created without it giving the very non-specific "attachment couldn't be added" error message.

    Hope this'll help in your reported cases as well.

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  5. Anonymous
    2025-03-04T15:07:00+00:00

    Hello there, I had the same problem this morning with one of our colleagues.
    Now I'm not sure if any of you are trying to add files through the same way that we were doing, but I managed to solve it in this instance.

    What I did was grant Outlook full access to the files on the disk. You apparently need to do that under system preferences > security and privacy > full disk access.
    I added Outlook to this list, restarted Outlook and then reconnected to our server using the Command-K shortcut.

    After that, I was able to add attachments to any new mails I created without it giving the very non-specific "attachment couldn't be added" error message.

    Hope this'll help in your reported cases as well.

    Was this answer helpful?

    0 comments