The Problem: For Macs that have FileVault 2 enabled. Pressing the current restart and reconnect button just disconnects both parties from the session.
Possible solution: Having an authoritative restart and reconnect prompt for the user password and using that to perform an authoritative restart and then automatically reconnect to the session would be invaluable.
Temporary solution: If already engaged in an active session. The support agent can open terminal and run the following command: sudo fdesetup authrestart -delayminutes -1
they will then be prompted for a user name and password. This will make it so that the next reboot is authoritative, at which point you can press the current 'restart and reconnect' button and the machine will perform an authoritative reboot, but also reconnect to the session.
Customer support service by UserEcho