This paper analyzes power relationships and the resulting failure in complying with information security rules. We argue that inability to understand the intricate power relationships in the design and implementation of information security rules leads to a lack of compliance with the intended policy. We conduct the argument through an empirical, qualitative case study set in a Swedish Social Services organization. Our findings suggest a relationship between dimensions of power and information security rules and the impact there might be on compliance behavior. This also helps to improve configuration of security rules through proactive information security management.