Grappling with his own decision of whether to retire, Lopez uses his reporter skills not only to look inward but also to interview experts and peers to collect a variety of perspectives as he examines the true nature of a person’s time, identity, and ultimate life satisfaction. In , Lopez talks to those who have chosen to extend their working life to its (il)logical extreme—people like Mel Brooks, still working at 94—those who have happily retired and reinvented themselves outside of the constraints of work, and those who would like to retire but can't because of financial constraints. He also turns to professionals on the matter, like two aging scientists, a geriatric specialist, and a psychiatrist, to understand the research-based reasons to retire. With his trademark poignancy, wisdom, and humor, Lopez establishes a useful polemic for himself and others in planning ahead, as he also evaluates questions of identity, financial limitations, and ultimately what to do with your life when the obituary pages are no longer filled with strangers.