Classic Outlook desktop can't read encrypted email, but New Outlook desktop can

We are also experiencing same issue. Using O365 account E3 license and downloading Office software from account. Microsoft® Outlook® for Microsoft 365 MSO (Version 2405 Build 16.0.17628.20006) 64-bit

When selecting update it says I am at the latest version. I've done some testing and issue is happening to our whole domain. We can open encrypted email fine using webmail and the new outlook app, but using the normal outlook it gives us link to click on to open through webmail. It no longer opens automatically the encrypted email in regular Outlook.

Anyone find a fix yet?

*update* After much testing found that because Microsoft is forcing everyone to start using MFA. The fix to get the regular/classic Outlook to open encrypted emails automatically like before is I had to join the computer to Microsoft Entra ID formerly known as AzureAD. It has something to do with authentication and/or MFA.

Unfortunately, no resolution. I suspect they want us to use new Outlook, so they are not fixing problems with classic Outlook.

Was any resolution reached on this issue? We've just implemented Purview encryption and see this same behavior. Classic Outlook always redirects the recipient to the web portal to view an encrypted message, but New Outlook, as well as Outlook on the web and the Outlook mobile client decrypt transparently.

Hello Posix Limited**,**

Good day! Thank for posting in the community.

Thank you for reaching out to Microsoft customer support. I understand that you are experiencing issues with Classic Outlook desktop not being able to read encrypted emails, while New Outlook desktop can. I apologize for any inconvenience this may have caused you.

Based on the information you have provided; it seems that the issue may be related to the version of Outlook you are using.

Classic Outlook desktop may not have the necessary updates to support reading encrypted emails, while New Outlook desktop does.

I would recommend checking for any available updates for Classic Outlook desktop and installing them. You can do this by going to File > Office Account > Update Options > Update Now.

If the issue persists after updating Classic Outlook desktop, you may want to consider using New Outlook desktop as a workaround for reading encrypted emails.

I hope this information helps. If you have any further questions or concerns, please don't hesitate to ask.

Please note that our initial response may not always resolve the issue right away. However, with your help and more detailed information, we can work together to find a solution.

Thank you for choosing the MS community.

We look forward to hearing back and having a great day ahead!

Sincerely

S M Nazmun Nur | Microsoft Community Moderator

Hello Posix Limited**,**

Good day! Thank for posting in the community.

We've received your query, and you can expect to receive response from one of our community moderators accordingly.

At this point, we appreciate your patience and cooperation. Thank you.

Sincerely,

Microsoft Community moderator

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