This Professional Activity Report reflects on my 5 years experience as a correspondent in Sao Paulo, Brazil, for the daily Portuguese newspaper Diário de Notícias, radio TSF and newsmagazine Notícias Sábado, in the context of a freelance and independent Journalist on a daily basis routine. All this international activity between 2006 and 2011, provided the confrontation between theory, academic and communication practices: from the assessment of the news value criteria for the several editorial sections to the relationship with sources, the use of verification processes and journalistic investigation methodologies and appeal to the responsibility of journalists not to use stereotypical language that might be used about the Brazilian reality. After a brief description of my career, for the last 10 years, the profile of the media with whom I contributed to as a correspondent, I analyze the main challenges and difficulties I felt. Afterwards I reflect on the uses of stereotypes of an international correspondent based on my own experience. The question I propose is: " If journalism can be considered as an activity that somehow is able of legitimizing stereotypes, by assisting in the construction of the social reality, to which extent has my work served to legitimize them or deconstruct them?" Accordingly, this report is a critical reflection on the circumstances, cyclical conditions, the weaknesses of the labor market context based on a freelance trend, the news media production process, ethics issues and editorial relationship with editors, Luso-Brazilian stereotypes, the elements of journalism and social representation of Brazilian culture in the Portuguese press. In a more restricted analysis, I will focus on a specific Feature I covered for Radio TSF, concerning organized crime in Rio de Janeiro: the reportage O Lado B do Rio (The b-side of Rio de Janeiro). - 4 references