In recent years, interest in the different ways in which military employment affects individuals’ work-life balance (WLB) has grown. At the same time, research on military organizations and personnel has increasingly included time-related factors such as deploy-to-dwell (D2D) ratios to help explain adverse health effects of overseas deployments. The aim of this article is to explore connections between organizational systems for regulating deployment frequency and dwell (or respite) time with a particular focus on potential consequences for work-life balance. We focus on personal and organizational factors that shape the nature and outcome of work-life balance, including stress, mental health problems, job satisfaction, and turnover intentions. To explore these links, we first provide an overview of research on the impact of deploy-to-dwell ratios on mental health and social relations. We then turn to the regulation and organization of deployment and dwell time in Scandinavia. Here, the ambition is to identify potential sources of work-life conflict and associated effects for deployed personnel. The results provide a basis for further research into time-related effects of military deployments.