In a previous article, we identified challenges to the school community in a 21st century learning architecture. The importance of the school community and its concomitant virtue of fairness is more important than ever. In addition, our increasingly competitive environment is causing students and parents to question the value they are getting from their school. In this article, we consider the issues of fairness, competitiveness, and high performance from the viewpoint of assessment. While this is a limited snapshot, we hope that it will encourage much deeper conversation about assessment practice among your school’s faculty.