ABSTRACT Chapter 6 applies the five-factor model and the life-story model as complementary perspectives to the multiple data sources collected for the case study of Dodge Morgan. We integrate the two models to create a new level of analysis that captures differing aspects of experience. We develop a holistic personality analysis of Morgan, interpreting his childhood, young manhood, adventures in Alaska and on the boat Coaster, his return to the mainland and embrace of business and entrepreneurship, and his solo circumnavigation. We address questions of voyage outcomes with reference to the quantitative analyses of his voyage log; we consider not only the external journey but also his internal psychological issues and developmental tasks.