This paper examines the preparation of educators for their planned and carried forms of assessment in the classroom with children aged 5-6 years in preschool institutions and preparatory classes. Moreover, the paper arguments the cooperation that educators maintain with parents to achieve the development of children and to convey information about their progress or stagnation. The purpose of this study is to understand whether educators are prepared to conduct assessment based on the needs and interests of children through various evaluation instruments, systematic monitoring and application of different methods during daily activities. The results of the study are based on the quantitative method - survey with educators (N = 150 questionnaires) and the qualitative method, 5 observations of evaluation instruments by 20 educators from different kindergartens, 6 individual interviews with educators and 2 interviews with headmasters. The results depict the views and preparation of educators in the field of early childhood assessment, as well as their approach on how to observe children and inform parents about their children's progress and stagnation.