Financial structures were not the only reason for middling insecurity. Imprisonment was also social and circumstantial. It was the result of decisions made by creditors, based upon perceptions of a debtor’s credibility and reputation. Chapter 3 turns to the perspectives of creditors. The positions and reasoning of those who used the prison as a tool are crucial to understanding insecurity. The chapter considers why creditors chose to send their debtors to prison and how it was in their interests to do so. Imprisonment depended upon how economic failure was perceived, as well as upon creditors’ entangled financial, social and emotional positions. While imprisonment could provide a useful tool for enforcing contracts within an economy that offered little protection to those who lent money, the importance of emotion and social perceptions of failure tempers the weight that we afford to ‘rational’ decision-making within the modernising economy. Like credit, debt was understood as part of a moral economy.