In this article, we presuppose that administrators, teachers, and learners have several things in common: they are all learners, they don't ever completely know how to go about their jobs, and they can learn from each other. While they are similar in these respects, we also find it useful to realize the extent of their responsibility and the power they have to create learning opportunities for each other. While it is generally agreed that learners (at all levels) have to do most of the work when learning, there are certain structures (top-down) and certain ways of organizing education that will help or hold back these endeavors. That is the bet of education. Unfortunately, we sometimes lose this bet, and people find they learn and grow more easily outside of school than in.