Middlebury is an elite LAC that, along with Northeastern peer schools like Williams and Amherst, sends many of grads into prestigious jobs in banking and consulting. Such jobs, in turn, provide a significant boost to an applicant’s chances of being accepted into a top MBA program (which, again, opens doors to lucrative career options).
Of course, smart and hard-working grads of all sorts of colleges manage to make it into finance jobs and strong MBA programs, so opting against Middlebury would by no means close off your intended career path–thought it might make that path a bit tougher.
In any case, how the potential career (and earnings) boost that Middlbury might provide should be balanced against the school’s much higher up-front cost is a calculation that only your and your family can make. Good luck!