ActiveSync Timeout

Our customer Correos Argentinos needs to resolve an issue causing union workers complaints. If a MC3090 with WCE50 Pro is creadled when the PC is turned on it does not automatically connects to the PC and the operator has to remove the terminal and reinsert it when all booting process finishes or so. The fact is that as operators doesn't know when PC is ready to make the connection they are trying several times and sometimes gets nervous and broke the cradle or terminal.
I'm looking for a way to make the terminal to re-try automatically the connection let's say once every 5 minutes, whithout the need to disconnect-reconnect process.
Any idea to share?