Microsoft’s Encrypted Email Fiasco: Outlook Error Leaves Users in a Bind!

Microsoft is on a mission to solve a puzzling Outlook bug that leaves users locked out of encrypted emails from other organizations. The best workaround so far? Trust issues—literally! Enable cross-tenant access and trust multifactor authentication from other Microsoft Entra tenants. It’s a temporary fix, but hey, it’s better than nothing!

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Hot Take:

Looks like Microsoft Outlook is doing its best impersonation of a secretive spy, keeping encrypted emails locked up tighter than a drum. But worry not, because Microsoft has offered a workaround that’s as easy as pie—assuming you have a PhD in Microsoft Entra settings!

Key Points:

  • The issue affects classic Outlook email client users across all Office channels.
  • An error message appears when trying to open encrypted emails from different organizations.
  • Microsoft suggests enabling cross-tenant access to fix the problem temporarily.
  • Both the sending and receiving organizations must implement the workaround for it to succeed.
  • The Outlook and Purview teams are actively investigating the root cause.

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