Smartphones are fundamentally transforming almost all aspects of modern life. This case study examines moral and ethical issues surrounding the use of powerful smartphones that can be used to discreetly capture the activities of unsuspecting people. This case shows how a standard iPhone, coupled with widely available apps, can be used in a malicious manner to capture sensitive information. Furthermore, this case encourages students to consider issues surrounding privacy, ethics, ambition as well as corporate governance. This case is intended to be used at both the undergraduate and graduate levels. This case complements the model curriculum objectives in IS 2010.1, IS 2010.7