What is “middle adulthood”? As recently as 100 years ago in the United States, the average lifespan was 47 years old. As baby boomers continue to be the largest demographic in the country, people are living longer and as a result, creating a new stage of life—middle adulthood. This stage ranges from anywhere between 40 and 65 years old and is marked by significant changes and milestones. From launching children, to caring for aging parents who are also living longer, to experiencing the beginnings of physical, psychological, and cognitive changes that come with aging, middle adults are as much in transition as their teenagers. In this chapter, we explore some of the contextual and cultural considerations of moving through the years of middle adulthood. We will anchor our discussion in the case of Ellen, a recently separated mother of one caring for her mother who finds herself in the existential crisis of “Who am I now? and “Who can I become?”