The article discusses a scope of relevant issues concerning recruitment market; in particular, its analysis in the conditions of digitalization. It assesses the companies’ strategies of the economic behavior and defines their priority development strategies while focusing on the outcome of each applied strategy. The study determines the role of the employee in the digital economy and the role of the recruiting services in the service industry. Its main objective is to review and study the digital processes inherent to the recruitment industry as well as the tendencies in the recruitment market and to outline the principles of work and organization of recruitment agencies. The theoretical background of the study is based on the related publications by Russian and foreign researchers dedicated to a wide range of issues; the ones subject to analysis include development of Russia’s recruitment market in retrospect, current condition of the recruitment market, pros and cons of artificial intelligence technologies used in the field and prospects of gaining profit from using both artificial intelligence technologies and regular employees in the key areas of HR agencies’ work (staffing, training, job simulation). Much attention is paid to the distance work performed by HR agencies, specifically, to b-2-b and b-2-c concepts as well as to the digital platforms providing for the performance of such activities. Additionally, the research deals with the complexities and bottlenecks that recruitment agencies face with when working with the digital environment; it provides examples of the transformation processes that have been observed in the principles of the HR technologies application due to the digitalization effects and elicits the omnipresence of the digital environment in all the branches of the recruiting services while suggesting efficient tools, platforms and patterns that can be workable in the industry.