The (un)willingness to grow a firm may be a deliberate individual choice, based on the desire to grow and the perceived capabilities to achieve this growth. Having a small firm may be an intentional start-up strategy that could increase future survival probabilities. The present paper aims at disentangling “the ambitious entrepreneur” by distinguishing between four types of entrepreneurs: solo self-employed individuals, solo entrepreneurs, team entrepreneurs, and employer firms. By measuring ambitions in terms of the business owner’s growth expectations this paper investigates the relationship between the four entrepreneurial types and ambitions.