Celeb Glow
updates | March 16, 2026

permanently decrypt messages in outlook (S/MIME)

I have messages encrypted with S/MIME in Microsoft Outook. These can only be decrypted with the certificate installed on the client.

Encryption stays even when saving the messagesto disk (as .msg) or moving them to another e-mail account (drag and drop in exchange).

How can I permanently decrypt these messages? Either for saving them on disk or inside of Exchange/IMAP.

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1 Answer

I just found this option in Outlook:

  1. Open the encrypted email (you might need your password or whatever)
  2. in the email window, use the menu item 'File/Info/Properties'
  3. In the pop-up, under Security (top right), uncheck 'Encrypt email...', close, and save:

enter image description here

(It is grayed out in this shot, but if you have an encrypted email, it will be checked and changeable)

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