This chapter highlights the differences between retirees’ former professional jobs and their present post-retirement activities. To date, there are no empirical findings with regard to retirees’ comparative perceptions of experienced differences. Understanding retirees’ views would allow organizations to develop adequate transition plans as well as design post-retirement activities that are both attractive and beneficial to retirees. This is particularly important as the value of working retirees-and the necessity of integrating working retirees into organizations-is likely to increase in the future. Therefore, we pose the following overall research question.