This chapter demonstrates how replacing a theory of punishment that shuns the transgressor with one that connects with that transgressor may sound plain enough in principle, but many things forestall the prospect of reciprocity between punisher and punished. Incarceration that shuns comes close to an instinct in American society, and it has created beliefs, applications, and institutional structures in its wake. Two reasons, one normative and the other pragmatic, indicate why people today should be concerned about punishment regimes enough to want to do something about them. On normative grounds, one must understand the saying that “if you are to reform a man you must improve him.” While in more pragmatic terms, the spreading net of enforcement and surveillance in American culture should be a general concern.