This chapter discusses the contextualization of human traits in situations. Most of the research on contextualizing traits has, up to now, been centered on personality traits. Therefore, much of the examination is on how personality traits relate to situations, but it extrapolates those findings to virtues and discusses theory and research related to the contextualization of virtue traits. In the exploration of trait contextualization, the chapter clarifies that current understandings of traits do not take them to be simplistic behavioral tendencies that manifest despite contextual influences. Instead, the contemporary understanding of traits is that they are virtually always influenced by situational factors. It explores direct situational influence on action, the ways individuals influence situations, and three types of person–situation interactions. It then presents practical wisdom as a generally neglected feature of person-situation interactions. The chapter argues that practical wisdom's role in person–situation interactions goes beyond what shows up in personality research by clarifying that some individuals see more opportunities for virtue trait expression in situations than others. Moreover, this practical wisdom underwrites high-quality decision-making. It concludes by discussing how a virtue perspective adds important elements (agency, aspiration, and practical wisdom) to the contextualization of traits.