Choosing a career is one of the most challenging for young adults, and the representations of work could influence how people make decisions and build their career paths. This qualitative study examined the career choices, representations of work and future plans of 58 Italian university students. Semi-structured interviews were analyzed using a consensual qualitative research procedure. The results emphasize the centrality of environmental conditions and internal factors such as vocation and internal resources in career choice processes. Also crucial is students’ discussion of the meaning attributed to work as good for oneself and others. Finally, most students present in their narratives, clear future plans. Findings suggest themes to explore in career guidance interventions. Unpacking the influences of choices and working on the meaning attributed to work appears pivotal to career counseling interventions to orient young people toward powerfully pursuing their career choices.