I have an idea. Let's NOT take drugs that are unnecessary. If he has no symptoms, don't take the drugs. As soon as symptoms occur, then take something.
And, yes biggernu is right, aromasin and arimidex are much better for preventing gyno than nolva as they are actual anti aromatize drugs. Nolva is not. Arimidex or aromasin can be taken throught the cycle to control estrogen, bloat and fat deposition. Nolva won't do much shit until you actually have gyno flare.