This paper addresses the role of differing regulatory contexts in shaping compliance motivations. These are examined for farmers and environmental regulation in Denmark, homebuilders and building safety in the United States, and marine facilities and water quality in the United States. The findings show that the influence of different regulatory practices and the relevance of normative and social considerations differ among these regulatory contexts. This calls attention to the need for more research on the interplay of regulatory arrangements and contexts in shaping motivations for regulatory compliance.