This chapter examines whether Geoffrey Chaucer was corrupt. Chaucer was not Collector, but Controller of Customs. The Controller very rarely had the same social or political standing as the Collector such as Nicholas Brembre who had abused his position for gain. The extent of his complicity once he obtained the position is difficult to determine. If Chaucer was working hand in glove with Brembre and others, he seemed not to have profited from it. From April 1388, a series of actions were initiated against Chaucer to recover debts; and if there was wrongdoing, it failed to enrich the poet and was rather more a case of going along with men who were more powerful than him. After he resigned his post in December 1386, Chaucer then left London for Kent, apparently having served his purpose – not so much a crook as a minor official caught in the great game of late fourteenth-century English politics.