This paper presents the model of “reflective practice” according to D. Schön’s conception, with special regard to the phenomenon of simultaneous thinking in action, which was applied in the implementation of a pilot postgraduate study program for the future managing staff of penitentiary units. The author describes theoretical sources of inspiration for the training of officers to the profile of professional competence defined as the “Reflective Practitioner”. The presented approaches to education and training are based on the trend of reflective practice methodology that could be quickly implemented in daily professional practice of experienced and newly trained prison service officers.