At a time of rapid business globalisation, it is necessary to understand employee security behaviour within diverse cultural settings. While general deterrence theory has been extensively used in Behavioural Information Security research with the aim to explain the effect of deterrent factors on employees’ security actions, these studies provide inconsistent and even contradictory findings. Therefore, a further examination of deterrent factors in the security context is required. The aim of this study is to contribute to the emerging field of Behavioural Information Security research by investigating how a combination of security countermeasures and cultural factors impact upon employee security behaviour in organisations. A particular focus of this project is to explore the effect of national culture and organisational culture on employee actions as regards information security. Preliminary findings suggest that organisational culture, national culture, and security countermeasures do have an impact upon employee security behaviour.