Maritime Security is a complex case study, where a junior officer must decide among several different outcomes, none of which are optimal from a mission and moral standing. This case is not an outlier, but a representation of what young sailors face in the fleet daily. How does one balance the accomplishment of the mission, with the fact that lives are at stake, both innocents and those who have taken the oath to serve? This case study addresses the responsibilities as a leader, and the ethical implications of leadership.