Entrepreneurs are embedded in country-specific institutional arrangements that may facilitate or constrain the growth potential of new ventures. This study addresses country conditions predicting rates of high-growth entrepreneurship—start-ups leading to the hiring of 20 or more employees. The study examines the role of labor flexibility, as well as cultural, economic, and policy contexts in 32 countries in predicting high-growth entrepreneurship. Results of the study indicate that labor flexibility is a significant predictor of the prevalence rates of high-growth entrepreneurship. Labor flexibility also predicts high-growth entrepreneurship when controlling for countries’ levels of early-stage entrepreneurial activity, indicating that it is related to the growth of existing firms, rather than simply the number of people entering into entrepreneurship.