I understand that winning or losing in the World Series is a toss up. It's one of the reasons that I'm not in favor of the 'win now' philosophy. A team can be all in and come away with nothing. However, since winning the WS is the ultimate goal, if a team does win the championship, then IMO, the moves made, including depletion of the farm system, are justified.
I agree that the Sox can reload, but until it happens, the cliff exists.