In short: If you create a Message with a special Message Class (for us: .SMIME.MultipartSigned ) Outlook treats the first (and only) attachment as the MIME structure of the mail. Our Plugin relies on the MS-OXOSMIME MAPI to MIME conversion algorithm in Outlook/Exchange. It should look exactly as you have composed it. If it looks weird and has stuff like “Content-type” in it you have confirmed the problem. Just generate a Key and send yourself a “secured” mail with some text. ![]() Maybe our assumption that Kopano is to blame is wrong and there is something else broken in the setup of our reporter : -) It would be interesting to hear if someone else using Outlook and Kopano could confirm that our Plugin does not create valid mails in such a setup. The report can be found in our ticket system: It’s been reported to us that our Plugin does not create valid PGP/MIME mails when used with a Kopano Server. ![]() We provide a plugin to send PGP encrypted mails from Outlook. I’m the developer of GpgOL, Gpg4win’s Outlook extension.
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