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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
Using older versions of Outlook for Mac in business environments
Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.
i have the same problem. i perform a clean install of 365 suite, but i still have the issue.
What a great surprise of MS Software on Mac environment
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According to Unable to add files as an attachment to emails in Outlook for Mac - Microsoft Support the problem was fixed on the 16.90 version however i am currently using the 16.92 version on MacOS Sonoma but the issue still persists
After I did the macOS Sonoma 14.7.2 update, the attachments started working again! Outlook version 16.92
This issue still persists, not able to add attachments in Outlook. Reverting to Legacy Outlook and accessing through a web browser on Outlook.com works, but still doesn't in the Outlook app—please fix Microsoft.
Mac OS Sonoma 14.7.2
Outlook 16.92