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1. I would upgrade your firewall to the current Cisco version making sure it has the capacity to handle your current user base plus room for expansion.
2. The firewall should not allow the users to bypass the proxy. That is a big correction that needs to be fixed.
3. Make sure you have an enterprise level anti virus on all servers and workstations and a anti virus manager running on a server that controls all workstations.
4. Make sure you are in active directory and make sure all user passwords meet the Microsoft secure standards. Do the same for the firewall and servers.
5. Make sure you have a nightly or regular backup plan running to make sure servers and data are backed up on a schedule that suits your company's needs.
6. Upgrade the firmware on the firewall and bios and drivers on all servers and workstations.
This is a start. Hope it helps!