At the center of the investigation of this study is the organizational complexity of the school The problem area concerns the (Italian) School with its articulations that presents a series of evidences and criticalities that deserve reflection. Instrumental functions (the middle manager), in Italian schools, represent temporary positions, which interpret and represent an organizational model anchored to the functioning of intermediate roles and support to the management strategies of the School system, but with little identity. The temporary nature of the assignment and its electoral nature also failed to guarantee the legitimacy of this role. The problems are very controversial with which we reason in the Italian context. It is not clear whether it is the middle management, that is, middle managers who collaborate with the head teacher in the exercise of predominantly organizational-managerial functions or, rather, if they represent figures expressed by the college of teachers because they are capable of interpreting the "vision" of the school, to gather the best professional energies. The results of the study seem to confirm that middle managers possess different characteristics of professional figures even if they are not officially known within the school's organizational structure.