This article addresses the positionality of anthropologists and the impact of anthropological theories in cultural expertise with the help of three case studies that highlight the engagement of anthropologists with law and governance during colonialism and in the wake of it: a well-known case of witchcraft in Kenya, Volkekunde theories in Africa, and the Rwandan genocide. The article starts with a short genesis of the concept of cultural expertise and its cognate concepts of culturally motivated crimes and cultural defense, to introduce the main question of this article: What can we learn from the use of cultural expertise in the colonial past? Today, as much as in the colonial past, anthropologists have been torn between action and abstention. The article’s three case studies show that neither action nor abstention is free from ethical responsibility. This article argues that the concept of procedural neutrality and its reformulation in the form of critical affirmation help anthropologists to carve out an independent role for themselves in the legal process. Procedural neutrality and its reformulation as critical affirmation make it possible to comply with the ethics and deontologies of the disciplines across which anthropologists operate when providing cultural expertise.