This chapter address the first of the key cross-cutting them, that of the regulation is a reflexive practice. The focus is on the construction of categories and knowledge claims in the regulatory process. The chapter examines the ways in which categories and ideas are constructed in the regulatory process and how they are influenced by existing power relations and dominant societal discourses. The chapter explore these issues using a case of planning regulation in Stockholm in which Apple, the global tech giant, applied to build its flagship store in the city’s most popular historical park. The chapter highlights the problems when contested ideas and interests are used as the basis to create categories in the regulatory process. It highlights how the work with categorization is influenced by existing power relations and predominant societal discourses; and how the resulting categories themselves in turn contributes to reproduce this power relation. The chapter also shows how the power of planning monopoly is undermined when planners internalized the neoliberal logic of urban development in which considerations for economic growth was most important. The chapter underscores the need to problematize categories and the work of categorization in the planning regulatory process, and the need to recognize the role of planning regulation in the reproduction of societal discourses and power relations.