Office 365 On site Exchange 2016 on Server 2016 and Windows 10 machines

Ryan Molloy 1 Reputation point
2020-08-04T00:37:49.967+00:00

So something weird happened. About 4-5 months ago we started getting the windows security pop ups within outlook when they had access to shared calendars. For example I will give permission of persons A calendar to person B. Person B will go add persons A calendar into outlook and one of a few things will happen.

  1. outlook will lock up and the only way to get it to respond is remove the calendar sharing permission.
  2. it adds the calendar into outlook, then a windows security box pops up preventing, connected to Microsoft exchange.

everything was working find as it just sprouted up out of nowhere.

Has anyone come across this? I don't really wanna migrate to exchange 365 because of this. again exchange 2016 on server 2016 using office 365 on windows 10 machines.

I have tried brand new machines with band new office installs-office repairs-delete everything out of credential manager.

Exchange Server Management
Exchange Server Management
Exchange Server: A family of Microsoft client/server messaging and collaboration software.Management: The act or process of organizing, handling, directing or controlling something.
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  1. Kael Yao-MSFT 37,636 Reputation points Microsoft Vendor
    2020-08-05T09:14:03.653+00:00

    Hi,
    To narrow down the issue, please answer the following questions:
    1.Are there any errors when opening the shared calendar via Owa?
    2. Is there hybrid deployment in your environment? Are there any users hosted on cloud?
    In this case,it is a known issue for them.
    Here is official doc for your reference: Outlook prompts for credentials for on premise users with Office 365 client

    And here are some suggestions:
    1.Please try assigning full access permission of person A’s mailbox to person B via EAC or EMS instead of sharing calendar via Outlook, see if there will be the same problem.
    2.If possible, please try with other version of Outlook, such as Outlook 2019 to see if the problem persists.

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