A critical point at the beginning of the cooperation between a teacher and the school is theorientation process when the teacher becomes familiar with the conditions and requirements of work at the school. Successful orientation of teachers is the responsibility of headmasters and deputy headmasters involved in managing and leading teachers. The goal of the paper is to present the main findings of the authors' questionnaire survey on human resource management in Czech schools and define the current challenges of headmasters and deputy headmasters of Czech schools in the teaching staff orientation. The survey was conducted during the school year 2018/2019. The respondents were headmasters and deputy headmasters of Czech nursery, primary and secondary schools. The relevant data were obtained from 84 schools. The results show that surveyed schools are able to successfully master the teaching staff orientation, however they need to apply a more systematic approach to the orientation process as well as to the human resource management.