The potentials of aging in the labor market are closely linked to the dependent employment of older individuals in the professional public discourse in Germany. The topic of self-employment has so far primarily been explored in relation to deviations from standard employment relationships, while entrepreneurial activities of people in the second half of life have largely been overlooked in gerontological, sociological, and demographic discussions. Annette Franke examines, through an empirical study, the identification of dimensions, possibilities, limitations, and prerequisites of entrepreneurial activities for those aged 50 and over in an aging welfare society. Subsequently, concrete conclusions are drawn—particularly for social gerontology and social science research on aging—and recommendations for social policy as well as proposals for entrepreneurial practice are formulated.