Mar 16, 2026
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OVERVIEW: This page provides a walkthrough of instructions in setting up S/MIME email encryption and digital signing in Microsoft 365 (Office 365). After completing the steps, the certificate will be available in Outlook so you can digitally sign emails. For more PersonalSign Certificate Configuration guides, please refer to this page. |
Before you can install the certificate in Microsoft 365 (Office 365), you must first download it and import it into the Windows Certificate Store.
NOTE: The new Outlook does not automatically import digital certificates. You must install the certificate manually or request that your administrator configure policies for automatic certificate deployment.





NOTE: If you do not see the Sign message option, your PersonalSign certificate may not be configured for signing or may not be enabled for your account.
NOTE: The settings in new Outlook and Outlook on the web are synchronized. This means that any changes made in new Outlook will be reflected in Outlook on the web and vice versa.
Check your certificate installation for SSL issues and vulnerabilities.