Getting S/Mime Encryption to Work on Internet Explorer with OWA

  1. Open internet explorer
  2. Go to the gear icon on the top right corner of internet explorer. A drop down menu should appear.
  3. Scroll down to Safety and ensure that ActiveX Filtering is not turned on. If it is on, there will be a check next to it. If you click on ActiveX Filtering, the drop down menu will disappear and you can then check to see if there is a check next to it. Make sure that the check is not there.
  4. Click on the gear icon again and then scroll down to Internet Options. A pop-out menu should appear. On this pop-out menu, you should see General, Security, Privacy, Content, Connections, Programs, and Advanced.
  5. Click on Security.
  6. In the Security tab, you should see a Trusted Sites setting. Click on Trusted Sites and then below should be a tab that says “Sites”. Click Sites.
  7. Add the URL of your Outlook WebApp site to your trusted sites list. For example:
  8. After adding it by pressing Add, press close and then navigate to your OWA site.
  9. At the top of the site, you should see a circle with a diagonal line through it. If you do not see this circle, close out of your browser and go back in.
  10. Once you see that circle, click on it and click Turn Off ActiveX Filtering. Doing so will give let you use s/mime.
  11. The next step is to check whether S/Mime is installed. To verify this, go to OWA Options (usually on top right corner of site) > See All Options > Settings > S/Mime. In my case, s/mime had to reinstall and so we reinstalled by saving it and then running it. This was quick and we did not realize we reinstalled it. If you reinstall, close out of your browser and renavigate back to the OWA site after opening it again. You can verify that it is installed by nagivating back to the S/Mime tab and seeing the two checkboxes.




Software engineer @ Microsoft. Exploring tech, financial freedom, and everything in between.

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Constance Xu

Constance Xu

Software engineer @ Microsoft. Exploring tech, financial freedom, and everything in between.

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