The ortho-subject-oriented approach developed in this paper is aimed at combining the subject-oriented and orthobiotic approaches to personal and professional development. The applied aspect of orthobiosis is the ability to lead a diverse and active lifestyle, achieving the full cycle of human life. The purpose of applying the ortho-subject-oriented approach to vocational guidance is a holistic study of a person’s vital activity, taking into account the interdependence of personal and professional performance. The sample of empirical research consisted of people aged from 14 to 58 years old (N = 420), the clients of the Center for Psychological Counseling (located in Moscow), which provides occupational and vocational guidance and reorientation. The design of the research is based on understanding personal success as a system of dynamic relations between the external and internal world, determined by certain factors. The factor analysis of the data revealed the role of each factor in building images of the real and ideal situation in personal and professional development of the subject. The results of adopting an approach of personal and professional self-determination showed that 90% of clients are ready to participate in short-term advisory training and only 10% are not ready to seriously engage themselves into the self-development activity. They are waiting for ‘directive advice’ from a consultant, thereby demonstrating dependency complex. The application of this approach makes it possible to conduct a self-study (positive self-rethinking) of one’s resources in the process of vocational guidance, helping to build personal life path, and career growth in particular.