It took 33 years of professional experience before the author attained docent status. His experiences are related to his various employment positions: research assistant, teacher at a school for children with special needs, educational supervisor in South Sudan, school counsellor, curriculum developer and founder of a social network related to counselling, assistant professor, associated professor and coordinator of a bachelor program in social education. At the outset of most of these positions, he had a strong feeling of incompetence and that he lacked the requisite knowledge. This chapter describes how such challenging beginnings have been transformed into fertile experiences of flow. The essence of his application for promotion to docent is also presented. The conclusion relates to the author’s vision for his work as a docent.