The working world has been undergoing a continuous and gradual process of flexibility, heterogeneity, and complexity of the regulatory mechanisms of work, something which has generated significant impacts and deep changes on many dimensions, revealing new scenarios, in addition to generating precariousness and vulnerability of a large part of the population in all countries. In that sense, the knowledge and strategies developed in the Latin American researches and practices in the career counseling field are potentially important in today's working world, because Latin America is a region in the world where this situation has always been present due to contexts and situations of socioeconomic inequality and psychosocial vulnerability, which often produces discontinuous, fragmented and intermittent work trajectories, despite the recent development of some countries like Brazil. Besides, some countries in the northern hemisphere, which have been under a welfare state for decades, are nowadays living under precarious work conditions with high rates of unemployment, and with an increasing demand of theories and strategies to face flexible and unstable situations. Thus, based on research and practices systematically developed in recent decades, inspired on the Life Design paradigm and grounded on the social constructionist perspective, the main objective of this chapter is to highlight general principles to career counseling in order to deal with situations of psychosocial vulnerability and flexicurity. To this end, the chapter will present and discuss: (a) The challenges that the working world have generated for contemporary workers, mainly through situations of flexicurity and psychosocial vulnerability; (b) The challenges for the career counseling field to face these situations; (c) The general principles of social constructionism, in terms of ontology, epistemology, methodology and ethical-political project, in dealing with the contemporary challenges; (d) The basic concepts of the proposed career counseling (psychosocial approach, psychosocial reality, psychosocial relation, practices, narratives, discourses, decent work, psychosocial vulnerability and psychosocial career); (e) A proposal for a theoretical and technical framework, in addition to an ethical-political project, for the career counseling inspired on the Life Design paradigm and based on social constructionism with some examples of practices with groups of people in situations of flexicurity and psychosocial vulnerability, among them, young people who are institutionalized, people with mental diseases, disabled people and unemployed. As a conclusion, it must be stated that the heterogeneity and the complexity of the current working world have required assumptions that ought to help in the understanding of it, and, at the same time, it might give support in the construction of analysis categories of the psychosocial phenomena of this working world, mainly for the ones who live in a vulnerable situation and have to face instability their entire lives.