CCS Can be used to check your workstations for compliance at a point in time, however, as you describe, there is a drawback that you can miss systems from regular analysis when they are disconnected from the network.
An approach would be to use SCSP (Critical Systems Protection) to lock systems down or Symantec's Altiris or Sygate (Management or Network Access Control) to control the system and confirm that you can keep the system updated when you reconnect to the network.
Consider layering your analysis to provide a thorough analysis of the system along with keeping it updated when it reconnects to the network.
Regards,
Paul