Parents and teachers are natural allies with common interests in promoting healthy development in children and young people. It must be acknowledged, however, that we can also be natural adversaries, in that our roles in some measure differ and our goals occasionally diverge. The Massachusetts Department of Education’s publication of a new framework for supervision and evaluation, with one of its four standards focusing on family and community engagement, gives us occasion to consider how we can be more successful in working together and more open in communicating our different perspectives.