Usually, inspection and filtering of all the network activity of employees by employers is lawful. Details depend on the country and its laws, of course, but the generic framework is that as long as it was specified in the hiring contract, then the employer can spy as much as he wants -- for company resources, of course, no question about tapping into your personal phone or things like that.
Therefore, your "head staff member" might just be doing his job.
If you have strong suspicions that this "head staff member" spies on you in an illegal and unwarranted way, then you should relay your suspicions to his manager. Trying to counter him "technically" (for instance by playing with the routers) would be puerile, illegal, and would only plunge you into bigger trouble.
ssh -fND localhost:12321 you@yourdomain.com
and in a browser setup SOCKS proxy to port 12321) to encrypt all your traffic. – dr jimbob Feb 16 '13 at 08:16