I don't have vast amounts of knowledge, but I would think that the weeping is not necessarily the result of inadequate pressing, more likely either not enough whey expelled during the stirring, cheddaring etc. or not dry enough before waxing. I've had some problems with weeping (the cheese that is, not me), although I vacuum bag rather than wax, so I have paid more attention to both of these and my recent attempts have been fine. As Susie says, the excess whey may lead to off-tastes if not dealt with, so you would need to strip the wax off, leave the cheese to dry for several days, then rewax.
Margaret