A core definition of a "difficult dialogue" is a verbal or written exchange of ideas or opinions among citizens within a community that centers on an awakening of potentially conflicting views about beliefs and values. As informed by Fried's definition of religious privilege (2007), difficult dialogue at the intersections of religious privilege happens in situations where dominant worldviews (nonsecular values, beliefs, and practices) are unconsciously accepted as the norm and where any secular or nondominant belief systems (Islam, Judaism, atheism) are marginalized. The purpose of this chapter is to discuss the conditions that make dialogue surrounding religious privilege difficult and to share examples of practical ways conversation can be made more productive around these issues. (Contains 1 figure.)