If the Microsoft Outlook 365 desktop app is encrypting emails you manually save to disk, here's how to get around that.
- Log in to the corresponding Outlook web app. You can find this via
File->Info->Account Information->Account Settings-> belowAccess this account on the web.If you do not have a corresponding Outlook web app, this method will not work - In the Outlook web app, find the message you want to download
- Click the
...icon at the top right of the message - Click
Other reply options > - Click
Forward as attachment - Forward the email to yourself
- Open the above email in the Outlook 365 desktop app. You'll notice the attached email is unencrypted
- Save the attached email as a .msg file
You should now be able to attach the saved .msg file above without it being encrypted.
The above worked on Outlook 2016 365 on Windows 10.