Education is the most important area that determines the future of society and the state. Kindergartens, schools, universities, additional education organizations are a space for interaction between teachers, managers, students, parents and other persons involved in the field of education. Sometimes this interaction becomes conflicting. This book is about all this. It summarizes the author’s work experience as an expert at the Eureka Institute for Educational Policy Problems, a researcher, teacher, vice-rector for legal and economic issues, head of various structural divisions in education authorities, head of department and deputy head of Rosobrnadzor. The material is presented in the form of short prose stories - “Chekhov stories”, written in literary language and reflecting the author’s views on certain problems of Russian education through the prism of legal experience.