Using older versions of Outlook for Mac for personal email and calendar
Hi Naor Tal,
Good day.
Thank you for connecting with us on Microsoft community.
According to your description, I heard that too many users are facing this scenario under the Outlook application as desktop version on Mac device.
For this given query, this situation need to report to Outlook for Mac support team via contact support option so that they can aware and investigate this entire situation from their side, because this is our dedicated support team who are handling certain Outlook for Mac related Bug report issue related query. if there is any known issue, they can provide more information from their resources and channel. Therefore, you may need to submit this issue to our dedicated support team via Contact support option within Outlook application.
Here is official document to do contact: Contact support within Outlook for Mac - Microsoft Support
I am really appreciating your kind cooperation and understanding.
Sincerely,
Darpan