The process of digital transformation of education started to actively develop with the approval of the "Digital Economy of the Russian Federation" national program (order of the Government of the Russian Federation dated July 28, 2017 No. 1632-р), in which "personnel and education" is defined as one of the five basic directions of the Russian digital economy development for the period up to 2024. The digital transformation of all socioeconomic systems requires the education system to introduce new approaches to the implementing the learning process, as well as the developing and testing new competency models that ensure effective interaction between society, business, the labour market and education in the digital economy. This study focuses on identifying existing deficits and difficulties in the process of introducing digital technologies into the educational process in terms of the readiness of all groups of educational relations participants: teachers, students and their parents (for example, educational organizations in St. Petersburg, Russia). Their subjective assessment of the conditions for implementing educational process with the use of a digital educational environment and distance education technologies is considered as a significant assessment indicator. What is more, a difference in the selfassessments of the educational relations participants' readiness to work in a digital educational environment (using distance education technologies), presented in studies conducted before and during the COVID-19 pandemic, has been recorded. A comparative analysis of the results of surveys conducted at the regional and national levels did not reveal significant differences, which proves the validity of the assessment of the results obtained. Based on the results of the study, it is concluded, in general, that the digital environment for the educational process organization is formed against the background of the insufficient readiness of teachers, students and their parents, objectively justified by the conditions for its implementation.