Police departments, like most professions, need insurance. One of the most important aspects of insurance is risk management. We seek, accordingly, to understand the connection between risk management and policing as a whole. There seems to be a natural incentive for insurers of police departments to mitigate their exposure to risk by analyzing ways to reduce police misconduct. Liability insurance is one mechanism for this, but there are other mechanisms—and specific actors—in play, including municipal risk pools as well as internal supervision and compliance structures. We seek to pinpoint the barriers that prevent risk pools and private insurers from placing a greater emphasis on police misconduct in their management of risk.