Why "Encrypt" button in Outlook is not showing or enabled as it was enabled using below PowerShell cmdlets?

Mytoast Admin 290 Reputation points
2024-12-24T08:32:51.1733333+00:00

Why "Encrypt" button in Outlook is not showing or enabled as it was enabled using below PowerShell cmdlets? We have Exchange online environment.

Set-IRMConfiguration -SimplifiedClientAccessEnabled $true

Below is the PowerShell output of Get-IRMConfiguration cmdlets

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See below Outlook web app snap where its not showing even after enabling it

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Microsoft 365
Microsoft 365
Formerly Office 365, is a line of subscription services offered by Microsoft which adds to and includes the Microsoft Office product line.
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Microsoft Exchange Online
Microsoft Exchange Online Management
Microsoft Exchange Online Management
Microsoft Exchange Online: A Microsoft email and calendaring hosted service.Management: The act or process of organizing, handling, directing or controlling something.
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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. Alex Zhang-MSFT 3,005 Reputation points Microsoft Vendor
    2024-12-25T03:08:57.1133333+00:00

    Hello, @Mytoast Admin,

    Welcome to the Microsoft Q&A platform!

    Based on your description, the "Encrypt" button in your Outlook account is not showing or enabled as it was enabled using below PowerShell cmdlets.

    According to the Microsoft official document, the SimplifiedClientAccessEncryptOnlyDisabled parameter specifies whether to disable Encrypt only in Outlook on the web. If you want to enable Encrypt only in Outlook on the web, you need to set the value to $False.

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    To verify that this parameter is valid, I performed the following test.

    1.Use Get-IRMConfiguration cmdlet to get the current value.

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    2.Use the following cmdlet to disable Encrypt only in Outlook on the web and wait for a while to make it effective.

     Set-IRMConfiguration -SimplifiedClientAccessEncryptOnlyDisabled $True
    

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    3.Change the value from $True to $False in order to enable Encrypt only again.

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    The result shows that the commands I used above do disable or enable the “Encrypt” feature in OWA. One difference between us is that your “Encrypt” button is grayed out but it just disappeared in my test, so your problem should not be related to powershell commands, but to other settings.

    So I ran a new test and successfully reproduced your question. If you check the “Encrypt this message (S/MIME)” box in the “More Options” section of OWA, then you get the ” Encrypt” button will be grayed out as shown below.

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    To solve this issue, you just need to uncheck “Encrypt this message (S/MIME)”.User's image

    If you do not choose the option after check, I suggest you log in to another account using your device and browser or log in to your account using another device and browser to see if the same problem occurs.

    Should you need more help on this, you can feel free to post back. 


    If the answer is helpful please click on ACCEPT ANSWER as it could help other members of the Microsoft Q&A community who have similar questions and are looking for solutions.

    Thank you for your support and understanding.

    Best Wishes,

    Alex Zhang


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