This exploratory research focuses on an unconventional practice in a Russian small- and medium-sized enterprise (SME). While studying the decision-making process of the entrepreneur and executives of this firm, we noted some differences with extant theories. This article aims to shed light on the influence of the SME entrepreneur’s representation of internationalization on his decisions in a foreign context. The results support the assumption that the representation plays a role in guiding strategic decisions and mobilizing subordinates to support the strategic orientation defined by the leader. In particular, we will see that a very favorable representation of internationalization can lead to unexpected success abroad.