The FortiClient Chromebook Web Filter extension communicates with FortiClient EMS using HTTPS connections. The HTTPS connections require an SSL certificate. You must obtain an SSL certificate and add it to FortiClient EMS to allow the extension to trust FortiClient EMS.
If you use a public SSL certificate, you only need to add the public SSL certificate to FortiClient EMS. See Adding SSL certificates to FortiClient EMS for Chromebook endpoints.
However, if you prefer to use a certificate not from a common CA, you must add the SSL certificate to FortiClient EMS and push your certificate's root CA to the Google Chromebooks. Otherwise, the HTTPS connection between the FortiClient Chromebook Web Filter extension and FortiClient EMS will not work. See Uploading root certificates to the Google Admin console.