What are the main determinants of entrepreneurship among older individuals? Are older entrepreneurs (usually endowed with more tangible and intangible resources) capable of generating higher firm size and growth than younger entrepreneurs? Continuous improvement in public health and social well-being has been extending workers’ life expectancy and triggering important demographic and socioeconomic trends. Consequently, labor market participation and entrepreneurship among the ageing population becomes a challenge for policy makers and a major research topic for scholars. A number of theoretical and empirical studies have focused on entrepreneurship at older ages; however, different concepts and disconnected theories on the topic still persist. Furthermore, the majority of empirical studies are cross-sectional and few papers focus on transitions into entrepreneurship and entrepreneurial performance among older workers. This research aims at investigating the entrepreneurial life cycle of older individuals (+50years), by assessing their likelihood of becoming entrepreneurs and the subsequent performance of their firms in the market, measured through firm size and growth.