Many people have searched the internet for a way to make money. Among those who try, there are those who manage to make a living selling digital services and products and building careers dedicated to such an initiative: they are called digital entrepreneurs. The professional trajectories of these entrepreneurs are still poorly understood, which motivated the completion of this dissertation, which sought to understand the construction of a digital entrepreneur career. Therefore, Life Design theory was used as the main conceptual lens to unveil these careers. To achieve the proposed objective, 13 digital entrepreneurs were interviewed. The results obtained indicate that those who call themselves digital entrepreneurs are dedicated, above all, to digital marketing and build their careers confirming the rhetoric that digital entrepreneurship is a viable path to enrichment, to achieve flexibility in time, space and area of performance, as long as one works consistently, constantly learning and networking. Among the main motivations to be a digital entrepreneur are dissatisfaction with previous work; ambition to earn more money; desire to undertake with low investment and risk and monetizing a hobby. The main challenges are lack of support from family and friends; mental and physical health concerns; difficulties with the use of technology; fear of believing empty promises and concerns about hate attacks on the internet. With regard to the objective aspects of career building, four moments appeared as important: searching google for ways to earn money on the internet; consume content about digital marketing; make the first online sale and participate in congresses or events in the sector. It was found that, by overcoming difficulties and achieving goals, digital entrepreneurs legitimize their career choices.