The aim of this study is to investigate a) the reasons which incited teachers to take the decision to transfer, b) the degree of satisfaction and the problems they face, and c) the professional development in the new working environment. For the data collection of this research a questionnaire was used. Finally, 126 questionnaires have been answered by teachers that transferred into administrative positions from 24 Administration offices of Primary and Secondary Education in Greece. The results of the investigation showed that the majority of the transferred teachers declares satisfaction with new job but appears positive towards the probability of returning into the classroom. Teachers who decided voluntarily their transference are more satisfied overall with their new work compared to mandatory transference. There is no satisfaction from the working environment, neither from the possibility of professional progress, for which the host institution seems not to apply specific strategies. The organization should "exploit" the talented and experienced personnel by strengthening the mentoring and coaching.