Windows 10 V2004: Office365 Sync issues with iCloud

[German]It seems that there is an issue with Office 365 and Apple’s iCloud. In some circumstances it’s no more possible to setup a synchronization between Outlook and iCloud.


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First information on Twitter

Blog reader Karl has documented on Twitter with a few tweets on this issue. Karl has several customers/users who can no longer synchronize with Apple’s iCloud under Office365.

An Outlook synchronization problem is reported (see screenshot in the following tweet). The configuration of the account cannot be completed, because Outlook has been set up without a default profile, the error message reads

Access to iCloud seems to work, as the screenshots posted in the tweet show progress indicators for synchronization with iCloud. But then the whole thing breaks off. Karl has reinstalled apps, checked the default profiles, and also cleaned up the Appdata and localappdata folders. None of these measures help.


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Issue with Office 365 2004

I got a second tweet from Woody Leonhard, indicating that the issues may have to do with Windows 10 Version 2004.

Susan Bradley has seen reports that the Windows 10 May 2020 Update (version 2004) is breaking synchronization between Outlook and the iCloud calendar. Quote from an affected person:

BTW the only thing that didn’t work properly after the Windows 10 2004 update was syncing my Outlook calendar on my PC with my iCloud calendar. The “official” solution was to uninstall iCloud app from PC and then reinstall the iCloud app. Instead of uninstall/reinstall, I told Windows to repair the app. That worked.

After further investigation, Karl told me, that the issue has nothing to do with Windows 10 Version 2004. Migration of settings to Windows 10 version 2004 with Office 365 2004 is performed correctly. What no longer works is the new setup of the synchronization access.

There seems a conflict between the Outlook integration of Office 365 and iCloud. See also the comment by Karl at askwoody.com.


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