This report examines the impact of personal background, skills, experiences, and personality on entrepreneurial success and failure. It analyzes the cases of Wang Jianlin, a Chinese real estate developer, and Nandan Nilekani, an Indian entrepreneur and co-founder of Infosys. The report explores how their personal backgrounds, skills, and experiences, as well as the wider entrepreneurial ecosystems in China and India, have influenced their entrepreneurial journeys. It also critically evaluates the positive and negative influences of personal background and experience on entrepreneurs, comparing and contrasting the two case studies.