The balance of the chapter is organized into five sections. In the first section, we will discuss the role that sponsorship can play in brand management. In particular, we will highlight sponsorship selection and the importance of brand and event/sport perceptual fit. In the second section, we will discuss our objectives and present hypotheses to help us validate the proposed methodology. In the third section, we will test our personality matching methodology and review the context, procedures, and measures used to evaluate sponsorship fit. The results of our analysis will be presented in the fourth section. In the fifth, and last, section, we will discuss implications of the findings and research methodology, outline strengths and weaknesses of the approach, and offer suggestions for future research.