The improbability of my career was due largely to a visual disability in the teen years that challenged normal life, threatened higher education. and led to life choices that derailed my career for several years. Determination, hard work, and several lucky breaks opened opportunities to earn a doctorate, become a university professor, and engage in a career of research and student training that brought unbounded satisfaction. This chapter describes consistent themes that characterize my scholarly work: (1) chronic illness (e.g., dementia, osteoarthritis, Type 2 diabetes); (2) family interactions (e.g., receiving and providing support); and (3) psychosocial outcomes (e.g., psychological distress, medical adherence). It also highlights representative studies, key graduate students, and collaborators, as well as several difficulties along the way. Retirement has offered the luxury of additional time and new perspectives to think about my professional past, and, importantly, to determine how I want to pursue my post-career future.