This article examines the spread of the neo-liberal educational policy in Finnish schools by considering entrepreneurship education. We examined the kinds of gendered and classed enterprising selves that were narrated in the Finnish writing competition "Good Enterprise!" written by pupils in the 9th grade of comprehensive school. In their narratives of enterprising selves, the pupils constructed the middle-class version of the self, where the person was not contingent upon external effects but an autonomous self-governing individual. Moreover, the possible selves of boys matched the culturally valued representations of the autonomous, risk-taking entrepreneurial individual more closely than the self-representations of girls did. However, it was especially the boys' narratives of modest entrepreneurship with the traditional virtues of the respectable citizen that were successful in the competition. This finding is in conflict with the educational policies of the European Union, which call for risk-taking abilities and competition as pre-conditions for achieving progress. (Contains 2 tables.)