well good for him. with that crew, its gonna be hard to catch his ratios, and they will be locked in, he can't get worse, someone will have to pass him.
No, the commish shouldn't insist on it. Butthe league is kind of silly in some respects if they give him full value or better. Its funny, I've seen leagues refuse to trade with that type of strategy, and as far as I know, we all didn't get together and decide it, its just everyone realized it was in their best interest to let him twist on the vine until he cracked. and by that point, the hitters he got weren't good enough to make the strategy work.
If you are going to do this, you need to do it gradually in my opinion, and peel off a starter here and there, building up tot he point where you are done with pitching with a quarter left. Doing it this early gives the other teams too much time to compensate for it IMO.