In this paper, we develop a theoretical framework for understanding the role guilt proneness plays in the Information Security Policy (ISP) compliance. We define guilt proneness as an emotional personality trait indicative of a predisposition to experience a negative feeling about ISP violation. We develop a research model based on the theory of planned behaviour, guilt proneness theory and rational choice theory to explain employees’ intentions to comply with ISPs by incorporating the guilt proneness as a moderator between benefit of compliance and benefit of violation as perceived by employees and their attitude towards compliance. Identifying the roles of predispositions like guilt proneness in the ISP compliance will have interesting theoretical and practical implications in the area of information security.