What I would do in your situation is this.
Connect the DesignJet 800 to the network in the same way as you would connect a workstation, ie. a CAT5 cable from the JetDirect card to the network switch or hub. Give it a fixed IP address.
Buy two external JetDirect boxes and configure them with fixed IP addresses. Connect each of the other two printers to each of the JetDirect boxes using a parallel cable. Connect the JetDirect boxes to the network using CAT5 cables. If you have no money to buy external JetDirect boxes then make two linux print servers using the instructions at
These will take the place of the JetDirect boxes, ie. they sit between the network and the printer.
Go to each workstation and delete all of the existing printers.
Go to your Windows 2000 Server and add the three printers as "local" printers. For each one, when you are asked for a port name, don't use LPT1 or anything like that. Instead add a new Standard TCP/IP port and use the IP address of the JetDirect card. Share the printers on the server.
Go to each workstation and open the Printers and Faxes window. Leave the window open and go to My Network Places and search for the server. In the My Network Places window you will see the three shared printers on the server. Select each one and drag it into the open Printers and Faxes window. This will create a connection to the shared printer and install the printer drivers locally (if you later update the drivers on the server the drivers will be updated automatically on the workstations).
When you send a print job from the workstation it will be sent to the Windows 2000 Server which will then pass the job onto the printer.
I wouldn't bother with the Window 95 machine as this will give you no benefits at all. You will still have to manually install local printers on each workstation. If you really don't want to put any load on your Windows 2000 Server then the alternative is to install each printer as a local printer on each workstation, but print to a Standard TCP/IP Port, ie. print straight to the IP address of the JetDirect card. This will give you really fast printing and the JetDirect card will queue the print jobs.
Don't physically connect any printer directly to any workstation using a parallel or USB cable.
If you visit
there is an illustration at the top of the page which shows you how to connect it all together. Your Windows Server is one of the computers on the left hand side. The JetDirect box is the "print server".
Let me know how you get on. I am an architect (not an IT architect) and we use a similar setup in our office.