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  2. Installing an S/MIME Certificate and Sending Secure Email ...

    www.ssl.com/how-to/installing-s-mime-certificate...

    Time needed: 30 minutes. These instructions detail how to install an S/MIME certificate and send secure email messages with Microsoft Outlook on Windows PCs. Testing was done in Outlook version 1902 on Windows 10 Enterprise, but Outlook has natively supported S/MIME for many years.

  3. Launch Outlook. Choose the Tools menu and select Accounts. Under the list of accounts in the left pane of the Accounts window, click the plus sign (+) and select Exchange. In the Exchange account information dialog box enter the following: Email: Your PennO365 username (e.g., benfranklin1749@upenn.edu).