Currently in his second year as assistant principal, Jack Andrews is facing conflicting pressures of leadership related to his perception of career mobility and the tensions caused by a pervasively heterosexist, sexist, and homophobic culture in his school. This case raises questions regarding the purpose of school in terms of social justice, equality and liability, and curriculum outside of the lessons geared toward standardized testing. In addition, this case provokes reflection on the relationship between community values and the politics related to leadership and career mobility.