This chapter focuses on individuals who facilitated the commercial sex transaction in late imperial Russia, namely brothel madams, pimps, and those who rented their properties to registered prostitutes. It examines the complex relationship between brothel madams and the police, as well as addressing the various roles given to madams in official legislation: guardians of public health, watchdogs, and money-makers for the local government. Brothel madams provided lucrative income for the authorities, both formally through taxation and informally through bribes and cash gifts. The rules of regulation enforced a paternalistic relationship between madams and registered prostitutes, as well as providing ample opportunity for exploitation. Finally, the chapter examines hidden managers, in the form of pimps and procurers, and their cultural significance in the late imperial period.