Icloud add-in on Outlook (Office 2019) keeps disabling by itself each time a user closes and relaunches Outlook

Joe 1 Reputation point


A user is reporting an issue since many months ago : Icloud add-in on Outlook (Office 2019) keeps disabling by itself each time he closes and relaunches Outlook . He has to enable it manualy each time he opens outlook to check his calendar for example . We've tried updating icloud version , using the standalone icloud installer and the icloud app on the windows store, repairing office ... but still not working .
Why is Outlook disabling it ?

Office Development
Office Development
Office: A suite of Microsoft productivity software that supports common business tasks, including word processing, email, presentations, and data management and analysis.Development: The process of researching, productizing, and refining new or existing technologies.
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Outlook Management
Outlook Management
Outlook: A family of Microsoft email and calendar products.Management: The act or process of organizing, handling, directing or controlling something.
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  1. ChristyZhang-MSFT 21,181 Reputation points Microsoft Vendor

    Hi @Joe ,

    Welcome to our forum!

    According to your description, I have done a lot research and found a thread mentioned that this can be resolved by the following steps, it's suggested that you could try it.

    If it doesn't work, considering the issue is more related to Icloud, please kindly understand that the Outlook tag here we mainly focus on general issues about Outlook desktop client. In order to better solve your problem, it's suggested that you could contact Icloud support to get more professional support. Thanks for your understand!

    If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".
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  2. Steve Belleguelle 1 Reputation point

    I have just fixed this for a customer using the same technique from 2018. Even though the initial problem seems different, this solution still worked to stop the add-in being repeatedly disabled.


    The problem was due to the pre-installed version of Office on the system. Once I removed this and reinstalled Office 365, the problem cleared.

    1. Open a Powershell window with Administrator privileges (Thanks to Nick001Aye for his instructions on how to do this which I've pasted below)

    To open an elevated PowerShell prompt, in the taskbar search, type powershell. Now see the result Windows PowerShell which appears on the top. Right-click on it and select Run as Administrator. The UAC prompt will ask you for your consent.

    From the Powershell window run the following to remove the Outlook component:
    Get-AppxProvisionedPackage -Online | where-object {$_.packagename –like "Outlook"} | Remove-AppxProvisionedPackage -Online

    1. Next run this in the same Powershell window - not sure if it's necessary or not:

    Get-AppxPackage "Outlook" | Remove-AppxPackage

    1. Finally, in a non-admin Powershell window, run the command from 2 again.

    Get-AppxPackage "Outlook" | Remove-AppxPackage

    This should remove the installer for all new accounts and the folder that iCloud is using.

    I would suggest restarting the PC now and then either reinstalling or running a repair on your regular installed version of Office.

    Hopefully this will clear the problem.

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