In this chapter, I analyze trends in contemporary philosophical reflection on coaching, and I point to some bold and perhaps, in the estimation of some individuals, unsettling future directions for philosophical thought and research. This is an invitation to consider potentially far-reaching ideas about minds, brains, and decision making in terms of their possible implications for a philosophy of coaching. These ideas challenge the default view, which involves a kind of “dogmatic slumber” reflected in the widespread, implicit acceptance of a pervasive “perennial philosophy.” 1