There are many uncertain variables that can have positive or negative effects on the functioning of the system in practice no matter how perfectly social systems such as education are designed. At this point, it is important to know the purpose and functioning of the system, and to identify possible variables of the system and to manage them correctly. In this study, it was aimed to examine the Regulation on Selection and Assignment of Administrators to Educational Institutions Affiliated to the Ministry of National Education (RSAAEIAMNE) dated February 5, 2021 and the views of administrators on this regulation. In this study, case study, one of the qualitative research designs, was used. Participants of the study were determined by purposeful sampling method. In this context, interviews were held with 15 school administrators working as school principals and assistant principals in any public school and have knowledge of the 2021 RSAAEIAMNE. As a result of the research, it was concluded that school administrators working in different schools should be trained with undergraduate or graduate educational programs, regarding administrator training processes. In addition, the majority of the participants stated that the change would affect them negatively and that this change would create a great uncertainty. Also, the participants thought that they would be disadvantaged due to the conditions of the institutions they worked for. In the light of the findings obtained as a result of the research, it can be suggested to establish a more democratic process in which the opinions of all school components are taken in the selection and assignment of administrators to educational institutions.