This chapter explores the diverging conceptions of holy living in Simpson and Roberts in depth. The chapter argues that Simpson was most concerned with growing and expanding the Methodist Episcopal Church, often compromising on what had been core commitments of Methodism in the hope of gaining a broader audience and expanding the institution. Roberts, on the other hand, believed that these same compromises were leading to a sacrifice of Methodism’s mission to “spread scriptural holiness.” The chapter outlines disagreements about how holiness should be expressed in the lives of Methodists, focusing in particular on differences in church buildings, dress and personal wealth, secret societies, and slavery. The chapter concludes by discussing the different visions for the future of American Methodism that Simpson and Roberts had, as a result of these different understandings of the importance of holiness and how it should be expressed in the lives of Methodists.