Abstract
To better understand the philosophy of humility within the context of healthcare delivery and health professions education, it is essential to explore the dynamic history of the concept of humility. In this chapter, we pay special attention to the ambiguities of humility and provide a brief overview of philosophical thought related to humility through antiquity, classic Christian theology, the Enlightenment, and from the perspective of more contemporary philosophical scholars. In particular, we consider how the mounting (conceptual) ambiguities of humility over time relates to the overarching perception of humility within healthcare delivery and health professions education. We conclude by offering new directions for humility research within these specific fields.