To enable File Reputation and File Analysis on the Cisco Secure Email Gateway appliance, the administrator must configure the appliance to use SSL for the connection to the File Reputation server. This will ensure that the communication between the appliance and the cloud service is secure and encrypted. The administrator must also upload a valid certificate from a trusted CA on the appliance for this purpose. The other options are not required or effective for this task. Reference: [Cisco Secure Email Gateway Administrator Guide - Configuring File Reputation and File Analysis]