Every day, school staff can face a host of conflicts between their professional duties and their personal values, known as ethical dilemmas. In school buildings and in the online world, opportunities abound for these dilemmas to impact the ways in which we support our students. Unfortunately the right choice for school staff to make when presented with a dilemma is not always clear cut. In this workshop, we discuss a set of tools to help school staff navigate the gray areas of ethics when the most appropriate decision is not always black and white.