In the last 40 years, socio-political and structural work transformations, important changes in cultural orientations, and consolidation of new administrative management methods worldwide, have given rise to the emergence of new prescriptions and subjective requirements, which in line with growing processes of individualization, have been installing new ideals of subject, that involve different ways of being, thinking, and feeling in the field of work in modern societies. Regarding the way in which the figure of entrepreneurship attracts and mobilizes subjects, especially young people, this article, of theoretical reflection, tries to answer the question: To what extent are these agents and/or entrepreneurs because they really want to be? We hope to contribute to the debate and reflection about the ways in which these transformations have promoted the figure of entrepreneurial self based on a “youthful” administrative discourse, that questions and seduces workers –especially younger people– to be flexible, autonomous, and self-managing, as a requirement to insert and develop in a labor market that, on numerous occasions, offers a precarious work scenario.