This chapter critically examines the history of Singapore’s policing system, and argues that while Singapore may be seen as an authoritarian state, its system of policing – save for the existence of preventive detention laws – is largely democratic. During the colonial period, the police force was always short of money and policemen poorly paid, inept, and corrupt. Notwithstanding various reforms, the colonial police were unable to deal with the secret societies – the biggest threat to public order and safety – and relied on a mix of welfare, cooperation, and selective coercion. It was only after Singapore’s independence that local politicians introduced draconian preventive detention laws that succeeded in breaking the backs of the secret societies. Even so, the state did not rely only on these laws to police the population but also invested heavily in strengthening and boosting the police force, reforming it towards a more community-oriented form of policing.