This chapter presents juxtaposes academic, psychological perspectives on the book of Job in North American and European contexts with vernacular, HIV-positive perspectives on Job in sub-Saharan African contexts. These particular perspectives speak in various ways to the complex reality of human suffering: physical, psychological, social, and spiritual. The chapter explores certain aspects of the book of Job through these particular lenses in the interests of mutual encounter, analysis, criticism, and ethical engagement, as well as interpretation. It focuses on the vocalization of the boundary-crossing process. In African contexts of HIV/AIDS, the Bible is primarily approached for the insight it provides into the questions surrounding why a particular person is infected, to what extent God can be viewed as responsible for AIDS-related suffering, how God responds to human suffering, and what the roles and responsibilities of faith communities are in the face of this pandemic. Sarojini Nadar offers another vernacular perspective from the context of HIV/AIDS in Africa.